Tag: M.W:100-200

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1393128-21-6, name is 4-(Methylthio)-1H-pyrazole, A new synthetic method of this compound is introduced below., Quality Control of 4-(Methylthio)-1H-pyrazole

To a solution of CI (300 mg, 0.679 mmol) in acetone (6 mL) was added K2C03 (280 mg) and 4-(methylthio)- lH-pyrazole (115 mg, 1.01 mmol). The mixture was stirred at 25C for 4 hrs. The solvent was removed by rotary evaporator. To the mixture was added water (6 mL) and EtOAc (8 mL). The organic layer was separated. The aqueous phase was extracted with EtOAc (2 x 8 mL). The combined organic layers was washed with brine (10 mL), dried over Na2S04, filtered and evaporated to give a residue, which was purified by preparative HPLC to afford compound 21 (30.3 mg, 75%). [349] 21: (400 MHz, CDC13) delta 7.53 (s, IH), 7.41 (s, IH), 4.94- 4.87 (m, IH), 4.86-4.78 (m, IH), 3.53 (d, = 9.0 Hz, IH), 3.32 (s, 3H), 3.18 (d, = 9.0 Hz, IH), 2.61-2.52 (m, IH), 2.34 (s, 3H), 2.24-2.13 (m, IH), 2.08-1.99 (m, IH), 1.96-1.86 (m, 2H), 1.79-1.61 (m, 8H), 1.52-1.35 (m, 5H), 1.27 (s, 9H), 0.66 (s, 3H). LCMS Rt = 0.900 min in 1.5 min chromatography, MS ESI calcd. for C27H42N203SNa [M+Na]+ 497, found 497

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SAGE THERAPEUTICS, INC.; ROBICHAUD, Albert, Jean; SALITURO, Francesco, G.; HARRISON, Boyd, L.; MARTINEZ BOTELLA, Gabriel; (157 pag.)WO2016/134301; (2016); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 3994-50-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

At room temperature, pyrazole (0.2 mol) was dissolved in concentrated sulfuric acid (50 mL) and slowly raised to a temperature of 60 CConcentrated nitric acid (9.2 mL) was added and stirring was continued at 60 C for 1.5 hours.After completion of the reaction, the reaction solution was poured into 600 g of ice water, and the resulting white solid was separated by filtration and washed with water.After extraction with ethyl acetate (100 mL x 3), the organic phase was washed successively with 1% sodium bicarbonate solution (100 mL), water (100 mL) and physiological saline (100 mL), dried over anhydrous sodium sulfate and filtered, Finally, the organic phase liquid was rotary evaporated to give a white solid which was combined with the previously obtained white solid to give compound 2a. The resulting compound 2a (12 mmol) was dissolved in DMSO (9 mL)And potassium carbonate (10.9 mmol) was added successively thereto,Methyl iodide (6 mmol),8-hydroxyquinoline (1 mmol),CuI (0.58 mmol). Argon under the conditions of protection, stirMixed and heated to 130 C,After 20 hours of reaction,The reaction solution was poured into an appropriate amount of water,The resulting green solid was separated by filtration.The mother liquor was extracted with ethyl acetate (100 mL x 3). Finally, the organic phase liquid was evaporated to dryness and the resulting crude product was combined with the previously obtained green solid and purified by silica gel column chromatography to obtain Compound 4a. Compound 4a (1 mmol), hydrazine hydrate (0.5 mL) was added to ethanol (1 mL) and palladium on carbon (0.02 g) was added as catalyst.Heated at 80 C and refluxed for 10 minutes. After the completion of the reaction, the resulting mother liquor was subjected to rotary evaporation and drying to obtain Compound 5a. Compound 4a (1 mmol), hydrazine hydrate (0.5 mL) was added to ethanol (1 mL) and palladium on carbon (0.02 g) was added as catalyst.Heated at 80 C and refluxed for 10 minutes. After the completion of the reaction, the resulting mother liquor was subjected to rotary evaporation and drying to obtain Compound 5a. The compound 8a (1 mmol),EDC (1 mmol), HOBt (1 mmol) was added to DMF(3 mL) for 30 min.The compound 5a, DMAP (1 mmol), triethylamine (500 [mu] L) were added to the activated DMFSolution. At room temperature, stir overnight.After completion of the reaction, 100 mL of saturated sodium chloride solution was added to the reaction solution, and the mixture was washed with ethyl acetateEster extraction (200 mL x 3) extraction. Finally, the organic phase liquid was evaporated under vacuum and evaporated to dryness to obtain a crude product, using a silica gel columnSeparation and purification to give the final compound 9a to give a white solid powder in a yield of 86.4%

The synthetic route of 1-Methyl-4-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University; Zhu Hailiang; Shi Lu; Wang Zefeng; Wang Chenru; (14 pag.)CN107098861; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H5N3O2

A solution of l-methyl-4-nitro-lH-pyrazole (9.7 g, 76.7 mmol) and 4-pentenal (10 g, 84.4 mmol) in dry THF (250 mL) was cooled to -78 C and stirred under nitrogen. A solution of LiHMDS (1 M in THF, 192 mL, 191.7 mmol) was added dropwise over a period of 3 hr. The reaction mixture was allowed to warm and to -40 C and stirred for 2 hr, quenched by dropwise addition of saturated ammonium chloride solution (100 mL), warmed to room temperature and diluted with EtOAc (200 mL). The organic layer was washed with saturated ammonium chloride solution (50 mL), separated, dried over MgS04 and the solvent removed under reduced pressure. Purification via silica gel chromatography (0-100% EtOAc/DCM) followed by silica gel chromatography (0-100% EtOAc/isohexane) to gave l-(l-methyl-4- nitro-lH-pyrazol-5-yl)pent-4-en-l-ol as a pale yellow oil (5.75 g, 36%). NMR (400 MHz, CDC13) delta 8.06 (s, 1H), 5.85-5.78 (m, 1H), 5.32-5.26 (m, 1H), 5.12-5.04 (m, 2H), 3.98 (s, 3H), 3.45 (d, / = 8.7 Hz, 1H), 2.92-2.09 (m, 3H), 1.90-1.86 (m, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BURCH, Jason; CHEN, Huifen; WANG, Xiaojing; WO2015/140189; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5334-39-4, Computed Properties of C4H5N3O2

: To a solution of l-ethyi-5-hydroxy-piperidin-2-one (530 mg, 3.70 mmol), 3-methyl-4-nitro-lH-pyrazole (706 mg, 5.55 mmol) and PPrn (i ,46 g, 5.55 mmol) in THF (20 mL) was added dropwise DIAD (1.12 g, 5.55 mmol ) at 0 C over 20 min. After addition, the mixture was stirred at this temperature for 40 min, and then the resulting mixture was stirred at 20 C for 1 1 h. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc = 5: 1 to 0: 1) to give a mixture of l-ethyl-5-(5-methyl-4-nitro-lH-pyrazol-l- yi)piperidin-2~one and l~ethyl-5-(3~methyl-4-nitro-lH~pyrazol-l~yl)piperidin~2-one as a yellow solid. LCMS: RT 0.881 min, m/z = 253.1 [M+H]+ To a solution of l-ethyl-5-(5-methyl-4-nitro-pyrazol-l- yl)piperidin-2-one and l -ethyl-5-(3-metliyl-4-nitro-pyrazol-l-yl)piperidin-2-one (420 mg, 1.66 mmol) in MeOH (40 ml.) was added Pd/C (10%, 176 mg) under 2. The suspension was degassed under vacuum and purged with H2 several times. The mixture was stirred under H2 (15 psi) at 20 C for 2 h. The reaction mixture was filtered and the filtrate was concentrated to give a mixture of 5-(4-amino-5-methyl-lH- pyrazol-l-yl)-l-ethylpiperidin-2-one and 5-(4-atnino-3-methyl-lH-pyrazol-l-yl)-l-ethylpiperidin-2-one as a brown oil , LCMS: RT 0.566 min, m/z = 223 ,3 [M+Hf. To a solution of 5-(4-amino–5-methyi-pyrazoi-1–yl)-i -ethyl-piperidin-2.-one and 5-(4-arnino-3-rnetlwi-pyrazoi- I -yl)- I .-ethyl-piperidin.-2-one (310 rng, 1.39 mmoi), and 4-cyciopropvi-2-(methyisuifonyi)-5-(trifiuoromethyi)pyrimidine (370 mg, 1.39 mmoi)in 1,4-dioxane (10 mL) was added TFA (317mg, 2.78 mmol). The mixture was stirred at 100 c for 2 h. The reaction mixture was diluted with H,O (30 mL), adjusted with aq. NaHCO3 (30 mU) to pH 8 and extracted with EtOAc (3 x 30 mE). The combined organic layers were washed with brine (30 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give crude product. The crude product was triiurated with DMF (5 mE). The undissoived solid was filtered to givecrude product as a solid. This ciude product was separated by SFC to give 5-(4-((4-cyclopropyl–5- (trfiuoroniethyl)pyriniidin-2-yl)arnino)-3-methyl- 1H-pyrazoi- 1 -yl)- I -ethylpiperidin-2-one as a single enantiomer (Peak I in SFC) and 5-(4-((-cyciopropvi-5-(trifiuoromethyi)pvrimidin-2-yi)amino)-3- methyl-I H-pyrazol-1 -yi)-I -ethyipiperidin-2-one as a single enantiomer (Peak 2 in SFC). The DMF filtrate was concentrated to give crude product. This crude product was puiified by prep-HPLC TFA) and thentwice of SFC to give 5-(4-((-cyclopropyI-5-(tf1uoroinethyl)pyriinidin-2-yi)arnino)-5-metliyI- 1H- pyrazoi-i-yi)-i-cthyipiperidin-2-one as a single enantiomer (Peak 1 in SFC) and 5-(4–((4-cyciopropyi-5- (trifiuoroniethyl)pyrimidin-2-yi)amino)-5–mcthyi- I H-pyrazoi- 1 -yl)- I -ethyipiperidin-2-one as a single enantiomer (Peak 2 in SFC).First eluting isomer (Peak 1): (S)-5-(4-((4-cyclopropyl-5-(trifluoromethyl)pyrimidin-2-yI)ainino)-5-inethyl-IH-pyrazol4-yl)-1-ethylpiperidin-2-one (4-59): 1H NMR (400 MHz, MD3OD): dppm 8.25 – 8-45 (m. 1 H), 748 – 767 (m, I H), 4.64 4.79 (in, I H), 3.72 – 3.8-4 (in. 1 H), 356 – 363 (m,1 H), 344 – 354 (m, 1 H), 3.35 – 3.43 (in, I H), 2.50-2.61 (m, 2 H), 232 -244 (rn, I H), 2.25 (s, 3 H),2.09 -2.21 (in, 2 H), 0.98 1.34 (in, 7 H). HPLC: RT 2.480 miii. MS: m: 409.2 FM-f-Hi?. SFC: RT 5.72mm, == 100%.Second ehiting isomer (Peak 2): 5-(4-((4-cyclopropyl-5-(trifluoromethyi)pyrimidin-2-y)amino)-5-methy1-1H-pyrazoi-1-yl)-1-ethypiperidin-2-one (A-60): 1H NMR (400 MHz, CD3OD): dppm 8.21 – 8.48 (in, 1 H), 743 – 7.71 (in, I H), 4.67 – 4.80 (in, I H), 3.72 – 3.83 (in, I H), 356 – 362 (in,I H), 344 – 3.54 (in, 1 H), 3.34 – 3.43 (in, I H), 2.49 – 2.60 (in, 2 H), 233 – 244 (in, I H), 2.25 (s, 3 H),2.08 -2.21 (in, 2 H), 0.97- 1.34 (rn, 7 H). HPEC: RT 2.487 mm. MS; m/z; 409.1 [M+Hf. SFC: RT 6.33mm, cc = 100%.First eiuting isomer (Peak 1): 5-(4-((4-cyclopropvI-5-(trif1uoromethy)pvrimidin-2- yI)arnino)-3-rnethyl-1H-pyrazol-1-yl)-1.-ethylpiperidin-2-one (4-61): ?H NMR (400 MHz, CD3OD): oe ppm 8.34-8.43 (in, I H), 7.84 – 7.94 (in. I H), 4.54 -469 in, 1 H), 369 -3.79 (in, 2 H), 3.38-3.52 (in,2 H), 2.46- 2.57 (m. 2 H). 2.32-243 (m, 1 H). 2.22-2.30 (m, I H), 2.19 (s. 4 H). 1.18 – 131 (m, 2 H).1.07 – 1.17 (m, 5 Fl). FIPLC: RT 2.468 miii. MS: ith: 409.1 [M+Tlj. SFC: RT 4.87 miii, cc 100%. Second eluting isomer (Peak 2) :5-(4-((4-cyclopropyl-5-(trifluoromethyl)pyriinidin-2-yI)arnino)-3-rnethyi-1H-pyrazol-1-yI)-l -ethylpiperidin-2-one (A-62): ?H NMR (400 MHz, CD3OD): oeppm 8.34 – 8.42 (m, I H), 7.83 – 7.).S (m. I H). 4.56 – 471 (m, I H). 3.68 – 3.80 (m, 2 H), 3.37 – 3.53 (m.2 Fl). 2.45 – 2.58 (in, 2 H), 2.32- 2.43 (m, I H), 2.23 -2.30 (in, 1 Fl). 2.19 (s, 4 H), 1.19- 1.30 (m, 2 H),1.06 – 1.18 (in, 5 H). HPLC: RT 2.464 mm. MS: rn/i?: 40g. I [M+Hf. SFC: Rf 5.67 mm, cc 98.02%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methyl-4-nitro-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 309740-49-6,Some common heterocyclic compound, 309740-49-6, name is Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, molecular formula is C6H7N3O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Methyl 1 -methyl-4-nitro-1 H-pyrazole-5-carboxylate (10 g, 51.31 mmol, 1. eq.) and palladium carbon (11.50 g, 103 mmol, 2.00 eq) was suspended in methanol (100 ml_). The resulting solution was stirred under hh atmosphere for 16 h at 25 C. The solids were filtered. The resulting mixture was concentrated under vacuum. The residue was purified by column chromatography (Method A). Methyl 4-amino-i -methyl-i H-pyrazole-5-carboxylate was isolated as a pink solid, (9 g, quant); LCIMS (Method J): Rt 0.64i mi [MH]+ i56.i mlz.

The synthetic route of 309740-49-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; BURGDORF, Lars; TSAKLAKIDIS, Christos; (177 pag.)WO2020/49017; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., COA of Formula: C4H5N3O2

A suspension of 3-methyl-l-(4-(methylsulfonyl)phenyl)-4-nitro-lH-pyrazole compound and 5-methyl-l-(4-(methylsulfonyl)phenyl)-4-nitro-lH-pyrazole (0.57 g, 2.0 mmol) and palladium on carbon (10 wt%, 0.2 g) in ethanol was stirred under a hydrogen atmosphere at 55 C for 18 hours. The reaction mixture was filtered through celite and concentrated to give the title compounds as a mixture of regioisomers (446 mg, 87%).

The synthetic route of 5334-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; BURDICK, Daniel Jon; CHAMBERS, Mark; CHEN, Huifen; ESTRADA, Anthony; SWEENEY, Zachary Kevin; CHAN, Bryan K.; WO2012/62783; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2458-26-6, name is 3-Phenyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2458-26-6, Computed Properties of C9H8N2

Jert-butyl (H)-( 1 -(3-phenyl-1H-pyrazol- 1 -yl)propan-2-yl)carbamate 3-Phenyl-1 H-pyrazole (200 mg, 1 .39 mmol), cesium carbonate (4.52 g, 13.90 mmol) and (fi)-2-((tert-butoxycarbonyl)amino)propyl methanesulfonate (704 mg, 2.78 mmol) were combined in anhydrous A/,A/-dimethylformamide (4 ml). The resulting suspension was heated to 50 C and the progress of the reaction was monitored by TLC. Once the reaction was complete (~ 3 h) the reaction mixture was quenched by addition of water and the product was extracted with ethyl acetate three times. The organic layers were combined and washed with a saturated aqueous solution of sodium chloride. The crude material was purified by column chromatography, eluting 20% ethyl acetate/petroleum spirits to give the title compound as a colourless solid (177 mg, 42%). LRMS [M+H]+ 302.2 m/z; HRMS [M+H]+ 302.1863 m/z found 302.1864 m/z; 1H NMR (400 MHz, CDCI3) delta 7.86 – 7.73 (m, 2H), 7.43 – 7.35 (m, 3H), 7.33 – 7.27 (m, 1 H), 6.55 (d, J= 2.3 Hz, 1 H), 5.08 (s, 1 H), 4.27 (dd, J = 13.7, 4.5 Hz, 1 H), 4.23 – 4.13 (m, 1 H), 4.05 (dd, J= 12.7, 5.8 Hz, 1 H), 1 .43 (s, 9H), 1 .14 (d, J = 6.8 Hz, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Phenyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MONASH UNIVERSITY; THE UNIVERSITY OF WESTERN AUSTRALIA; BAELL, Jonathan; PIGGOTT, Matthew; RUSSELL, Stephanie; TOYNTON, Arthur; RAHMANI, Raphael; FERRINS, Lori; NGUYEN, Nghi; (178 pag.)WO2015/172196; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 35100-92-6, category: pyrazoles-derivatives

To an orange, homogeneous solution of methyl 2-oxo-2H-pyran-3-carboxylate (1.9201 g, 12.46 mmol) in DMF (12.44 ml) under nitrogen at 0 C was added 1,5- dimethyl-1H-pyrazol-3-amine (1.3 822 g, 12.44 mmol).. After 6 h, the cold bath wasremoved, and the reaction was stirred to room temperature for 15 mm EDCI (1-(3-dimethylaminopropyl) ethyl carbodiimide) (3.10 g, 16.17 mmol) and DMAP (0.380 g,3.11 mmol) were added. After stirring overnight, the reaction was diluted with EtOAc(200 mL) and water (50 mL). The layers were separated, and the organic layer waswashed with water (50 mL) and brine (50 mL), dried over Na2SO4, filtered andconcentrated in vacuo to give a residue which was purified by flash chromatographyusing an ISCO 330g column (solid loading) eluting with 10-100% EtOAc/hex. Appropriate fractions were collected and concentrated in vacuo to give methyl 1-(1,5- dimethyl- 1 H-pyrazol-3 -yl)-2-oxo- 1 ,2-dihydropyridine-3 -carboxylate (0.8397 g, 3.40 mmol, 27.3 % yield) as a light orange solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; MOSLIN, Ryan M.; WEINSTEIN, David S.; TOKARSKI, John S.; WO2015/89143; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 15754-60-6, The chemical industry reduces the impact on the environment during synthesis 15754-60-6, name is 1-(tert-Butyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

To a mixture of 21.9 g of 1-tert-butyl-pyrazole in 150 mL DOM was added 31.5 g Nbromosuccinimide in portions between 0 and 10 00 The resulting mixture was stirred for 30 mm. The reaction mixture was allowed to reach ambient temperature. The precipitate was filtered off and washed with DOM. The combined organic extracts were washed with water and saturated brine, dried over magnesium sulfate, filtered and concentrated in vacuo to yield 34.0 g of 4-bromo-1-tert-butyl-pyrazole as oil.Analysis: HPLC-MS: R1 = 1 .35 mm (method B), M+H = 203 I 205

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-(tert-Butyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HOFFMANN, Matthias; DAHMANN, Georg; GNAMM, Christian; FANDRICK, Daniel; SCOTT, John; MCCARTHY, Clive; (149 pag.)WO2017/42100; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 288148-34-5, A common heterocyclic compound, 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In the 0 C, the 6-amino-2-(difluoromethyl)-7-methylquinolin-4-yl acetate (0.21 g, 0.8 mmol) and pyridine (10 ml) are added to the 50 ml single-port in the bottle, and then the 1-methylpyrazole-4-sulfonyl chloride (0.22 g, 1.2 mmol) is slowly added to the reaction system, after adding to rise to room temperature to continue the reaction 12 hours. After the reaction by adding ethyl acetate (30 ml), washed with water (20 ml x3), the organic phase is dried with anhydrous sodium sulfate, filtered, concentrated under reduced pressure of the filtrate, the residue by silica gel column chromatography separation [petroleum ether/ethyl acetate (v/v)=3/1], to obtain 162 mg yellow solid, yield: 49.4%.

The synthetic route of 288148-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dongguan Dongyang Guang Ke Research And Development Co., Ltd.; Li Yitao; Li Falin; Chen Tao; Xu Junxing; Yao Wenqiang; Lin Jian; Liu Xinshuo; (56 pag.)CN109320452; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics