Day: September 7, 2021

Related Products of 6825-71-4, A common heterocyclic compound, 6825-71-4, name is Ethyl 3,5-diamino-1H-pyrazole-4-carboxylate, molecular formula is C6H10N4O2, 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.

To a solution of sodium ethoxide in EtOH (0.49 N, 100 mL) were added ethyl 3,5- diamino-lH-pyrazole-4-carboxylate (2.08g, 0.012 mol), followed by solid 1,3-dimethyluracil (1.7 g, 0.012mol) and then the reaction mixture was stirred overnight at 90 C. The reaction mixture was cooled to r.t, filtered to give the title compound as a pink solid (2.1 g, 79%). NMR (300MHz, OMSO-de): delta (ppm) 11.30 (brs, 1H), 8.23 (d, J= 7.86 Hz, 1H), 5.93 (brs, 2H), 5.89 (d, J= 7.83 Hz, 1H), 4.26 (q, J= 7.08 Hz, 2H), 1.28 (t, J= 7.08 Hz, 3H).

The synthetic route of 6825-71-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 288148-34-5,Some common heterocyclic compound, 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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.

General procedure: A mixture of the appropriate (aryloxy)ethyl piperidine(0.38 mmol) in CH2Cl2 (3 mL), and TEA (1.14 mmol) was cooled down (ice bath), and arylsulfonyl chloride (0.46 mmol) was added at 0 C in one portion. The reaction mixture was stirred for 2-6 h under cooling. Then, the solvent was evaporated and the sulfonamides were purified using silica gel column with CH2Cl2/MeOH as an eluting system. Free bases were then converted into the hydrochloride salts by treatment of their solution in anhydrous ethanol with 1.25 M HCl in MeOH.; 9.2.6.4 1-Methyl-N-(1-{2-[(propan-2-yl)phenoxy]ethyl}piperidin-4-yl}-N-methyl-1H-pyrazole-4-sulfonamide (13) Yellow oil, 90 mg following chromatographic purification over silica gel with CH2Cl2/MeOH (9:0.7); LC/MS purity 96%, tR = 4.47, C21H32N4O3S, MW 420.57, Monoisotopic Mass 420.22, [M+H]+ 421.3 1H NMR (300 MHz, CDCl3) delta 1.19 (d, J = 6.92 Hz, 6H), 1.49-1.58 (m, 2H), 1.71 (qd, J = 12.21, 3.88 Hz, 2H), 2.22 (td, J = 11.89, 2.24 Hz, 2H), 2.73 (s, 3H), 2.81 (t, J = 5.72 Hz, 2H), 2.99-3.07 (m, 2H), 3.29 (quin, J = 6.92 Hz, 1H), 3.81 (tt, J = 11.97, 4.22 Hz, 1H), 3.92 (s, 3H), 4.06 (t, J = 5.72 Hz, 2H), 6.80 (dd, J = 8.14, 0.99 Hz, 1H), 6.88-6.94 (m, 1H), 7.12 (td, J = 7.76, 1.73 Hz, 1H), 7.20 (dd, J = 7.53, 1.67 Hz, 1H), 7.70 (d, J = 0.61 Hz, 1H), 7.74 (s, 1H). 13C NMR (75 MHz, CDCl3) delta 22.70, 26.73, 28.60, 29.27, 39.55, 53.47, 55.03, 57.13, 66.40, 111.26, 120.78, 122.21, 126.06, 126.53, 131.37, 137.03, 138.15, 155.79.

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

Reference:
Article; Canale, Vittorio; Kurczab, Rafa?; Partyka, Anna; Sata?a, Grzegorz; S?oczy?ska, Karolina; Kos, Tomasz; Jastrz?bska-Wi?sek, Magdalena; Siwek, Agata; P?kala, Elzbieta; Bojarski, Andrzej J.; Weso?owska, Anna; Popik, Piotr; Zajdel, Pawe?; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 130 – 139;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1145-01-3, name is 3,5-Diphenyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3,5-Diphenyl-1H-pyrazole

General procedure: A mixture of chalcone (1d) (208 mg, 1.0 mmol) and TsNHNH2 (205 mg, 1.1 mmol) in EtOH (2 mL) were stirred at room temperature for 48 h and then EtOH (2 mL), NaOH (44.0 mg, 1.1 mmol) were added and the mixture was heated at reflux for 15 h, then the solvent was removed under reduced pressure, then CH3CN (4 mL), NaOH (60 mg, 1.5 mmol) and benzyl bromide (255 mg, 1.5 mmol) were subsequently added and the mixture was stirred at room temperature for 2 h. The product was extracted with Et2O and the organic layer was washed with brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. Purification by chromatography on silica gel afforded the desired product 4n as white crystalline solid (276 mg, 89% yield). Mp 114-117 C; deltaH (400 MHz, CDCl3) 5.38 (2H, s), 6.66 (1H, s), 7.09 (2H, d, J 7.2 Hz), 7.21-7.30 (4H, m), 7.32-7.42 (7H, m), 7.87 (2H, d, J 7.2 Hz); deltaC (100 MHz, CDCl3) 53.2, 103.7, 125.6, 126.7, 127.4, 127.6, 128.55, 128.56, 128.6, 128.8, 130.6, 133.4, 137.7, 145.4, 150.9; HRMS (ESI): MH+, found 311.1536. C22H19N2 requires 311.1543, numax (liquid film) 3060, 2955, 2924, 2853, 1452, 1361, 1307 cm-1.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1145-01-3.

Reference:
Article; Tang, Meng; Zhang, Fu-Min; Tetrahedron; vol. 69; 5; (2013); p. 1427 – 1433;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 5744-68-3,Some common heterocyclic compound, 5744-68-3, name is 5-Bromo-3-methyl-1H-pyrazole, molecular formula is C4H5BrN2, 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.

Compound IV was run in acetonitrile, pyridine,With the compound iodobenzene nucleophilic substitution reaction preparation of compound III,

The synthetic route of 5744-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PUYER (Nantong) Biopharma Co.,Ltd; WANG, LIN; (12 pag.)CN106349237; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1192-21-8, These common heterocyclic compound, 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine, 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.

Step 3 Under an atmosphere of nitrogen 1-methyl-1H-pyrazol-5-amine (284.5 mg, 2.93 mmol) was dissolved in THF (17.8 mL) at RT and treated with 1.0M LiHMDS in THF (5.86 mL, 5.86 mmol). The reaction was stirred vigorously for 10 min, and then 90 (280 mg, 1.4647 mmol) was added as a solid in one portion. The 100 mL round bottom reaction flask was equipped with a water cooled condenser and heated to 80° C. The reaction was 30percent complete after 3.5 h, so additional 1.0M LiHMDS was added (8.86 mL, total: 14.72 mL, 14.72 mmol), and the reaction heated at 80° C. for another 2.5 hours (total time at 80° C.=6 h). The reaction mixture was diluted with water (20 mL), transferred to a separatory funnel and washed with DCM (4*30 mL). The DCM washings were combined, and the aqueous layer was neutralized via the addition 1.26 mL of 11.6 M aqueous HCl. The resulting precipitate was collected via vacuum filtration to afford 373 mg (94percent) of 3-(1-methyl-1H-pyrazol-5-ylamino)isoquinoline-6-carboxylic acid (92), which was used without any further purification.

Statistics shows that 1-Methyl-1H-pyrazol-5-amine is playing an increasingly important role. we look forward to future research findings about 1192-21-8.

Reference:
Patent; Genentech, Inc.; Array BioPharma Inc.; Blake, Jim; Chen, Huifen; Chicarelli, Mark; Gaudino, John; Gazzard, Lewis; Kintz, Sam; Mohr, Pete; Robarge, Kirk; Schwarz, Jacob; Zhou, Aihe; US2014/66453; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 1260243-04-6, A common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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.

To a solution of ethyl 5-amino-lH-pyrazole-4-carboxylate (3.0 g, 19.3 mmol) in acetic acid (40 mL) and ethanol (10 mL) was added 1,1,3,3-tetramethoxypropane (3.48 g, 21.4 mmol). The reaction mixture was stirred at 90 °C overnight and cooled down to room temperature and then concentrated in vacuo. The residue was diluted with ethyl acetate (100 mL) and washed with saturated NaHC03aqueous solution (20 mL) and then dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/EA (v/v) = 6/1) to give the title compound as a light yellow solid (3.2 g, 85percent).LC-MS (ESI, pos. ion) m/z: 192.3 [M+H]+; H NMR (600 MHz, CDC1 ): delta (ppm) 8.81 (m, 1H), 8.78 (m, 1H), 8.61 (s, 1H), 7.04 (dd, J = 6.9, 4.1 Hz, 1H), 4.47 (q, J= 7.1 Hz, 2H), 1.44 (t, J = 7.1 Hz, 3H).

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; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

288-13-1,Some common heterocyclic compound, 288-13-1, name is 1H-Pyrazole, molecular formula is C3H4N2, 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.

General procedure: Complex 2 (0.05 mmol) was added to a 5 mL of a sealed tube containing the aryl iodide or bromide (0.5 mmol), 1H-pyrazole (0.75 mmol), NaOH (1 mmol), and DMSO (1 mL). The mixture was stirred at 100 C for 12 h. After being cooled to room temperature, the mixture was quenched with 10 mL H2O and extracted with EtOAc(3 × 20 mL). The combined EtOAc extracts were dried with anhydrous Na2SO4, filtered and the solvent was removed under reduced pressure.The residue was purified by flash column chromatography on silicagel with PE/EtOAc (from 10:1 to 5:1) as the eluent to afford the pure products. All N-aryl pyrazoles reported here are known products and were characterised by 1H NMR, and GC-MS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Pyrazole, its application will become more common.

Reference:
Article; Liu, Yan; Liu, Wei; Zhang, Qin; Liu, Ping; Xie, Jian-Wei; Dai, Bin; Journal of Chemical Research; vol. 37; 10; (2013); p. 636 – 637;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, molecular formula is C4H3N3O4, 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. Application In Synthesis of 4-Nitro-1H-pyrazole-3-carboxylic acid

4-Nitropyrazoie-3-carboxylic acid (10 g; 63.66 mmol) was added to a stirred solution of 4-fluoroaniline (6.7 ml; 70 mmol), EDC (14.6 g; 76.4 mmol), and HOBt (10.3 g; 76.4 mmol) in DMF (25 ml), then stirred at room temperature overnight. The solvent was removed by evaporation under reduced pressure and the residue triturated with ethyl acetate / saturated brine solution. The resultant yellow solid was collected by filtration, washed with 2M hydrochloric acid, then dried under vacuum to give 15.5 g of the title compound. (LC/MS: Rt 2.92 [M+H]+ 250.89 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5334-40-7, its application will become more common.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2006/77424; (2006); A1;; ; Patent; ASTEX THERAPEUTICS LIMITED; WO2006/77425; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 152120-54-2, 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. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of piperidine-4-carboxylic acid trifluoroacetate salt (0.20 g, 0.82 mmol) in methanol (10 mL), triethylamine (0.20 mL, 1.6 mmol) and N,N’-bis{[(2-methyl-2-propanyl)oxy]carbonyl}-1H-pyrazole-1-carboximidamide (0.30 g, 0.98 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The solvent was evaporated under reduced pressure and the resulting residue dissolved in ethyl acetate and washed with brine. The organic layer was dried and concentrated to dryness to obtain the title compound (200 mg, 76%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 3.91 (d, 2H), 3.30 (t, 2H), 2.63-2.66 (m, 1H), 1.90-1.96 (m, 2H), 1.67-1.69 (m, 2H), 1.45 (s, 18H).

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, tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; Imagawa, Akira; Kondo, Takashi; Nishiyama, Taihei; Courtney, Steve; Yarnold, Chris; Ichihara, Osamu; Flanagan, Stuart; US2015/152048; (2015); 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. 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, A new synthetic method of this compound is introduced below., Quality Control of 1-Methyl-1H-pyrazole-4-sulfonyl chloride

General procedure: A mixture of the appropriate (aryloxy)ethyl piperidine(0.38 mmol) in CH2Cl2 (3 mL), and TEA (1.14 mmol) was cooled down (ice bath), and arylsulfonyl chloride (0.46 mmol) was added at 0 C in one portion. The reaction mixture was stirred for 2-6 h under cooling. Then, the solvent was evaporated and the sulfonamides were purified using silica gel column with CH2Cl2/MeOH as an eluting system. Free bases were then converted into the hydrochloride salts by treatment of their solution in anhydrous ethanol with 1.25 M HCl in MeOH.; 9.2.6.8 1-Methyl-N-(1-{[2-(t-butyl-2-yl)phenoxy]ethyl}piperidin-4-yl)-N-methyl-1H-pyrazole-sulfonamide (17) Yellow oil, 80 mg following chromatographic purification over silica gel with CH2Cl2/MeOH (9:0.7); LC/MS purity 100%, tR = 4.81, C22H34N4O3S, MW 434.60, Monoisotopic Mass 434.24, [M+H]+ 435.5. 1H NMR (300 MHz, CDCl3) delta 1.37 (s, 9H), 1.50-1.58 (m, 2H), 1.70 (qd, J = 12.17, 3.89 Hz, 2H) 2.19 (td, J = 11.80, 2.23 Hz, 2H), 2.73 (s, 3H), 2.82 (t, J = 6.07 Hz, 2H), 2.97-3.04 (m, 2H), 3.76-3.88 (m, 1H), 3.93 (s, 3H), 4.06 (t, J = 6.06 Hz, 1H), 6.83 (dd, J = 8.21, 1.03 Hz, 1H), 6.87-6.91 (m, 1H), 7.15 (td, J = 7.71, 1.70 Hz, 1H), 7.27 (dd, J = 7.92, 1.44 Hz, 1H), 7.70 (s, 1H), 7.74 (s, 1H). 13C NMR (75 MHz, CDCl3) delta 28.58, 29.28, 29.68, 29.81, 34.81, 39.55, 53.48, 55.09, 57.13, 65.94, 112.03, 120.39, 122.24, 126.64, 126.97, 131.35, 138.10, 138.15, 157.49. Anal. calcd for C22H34N4O3S·2HCl: C: 52.06, H: 7.15, N: 11.04, S: 6.32; Found C: 51.95, H: 6.95, N: 10.82, S: 6.11. Mp for C22H34N4O3S·2HCl: 181.7-182.3 C.

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:
Article; Canale, Vittorio; Kurczab, Rafa?; Partyka, Anna; Sata?a, Grzegorz; S?oczy?ska, Karolina; Kos, Tomasz; Jastrz?bska-Wi?sek, Magdalena; Siwek, Agata; P?kala, Elzbieta; Bojarski, Andrzej J.; Weso?owska, Anna; Popik, Piotr; Zajdel, Pawe?; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 130 – 139;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics