Tag: M.W:100-200

Synthetic Route of 1190380-49-4,Some common heterocyclic compound, 1190380-49-4, name is 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine, molecular formula is C8H13N3O, 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 microwave tube was added N-(2-bromopyridin-4-yl)-2,6-dichlorobenzamide (0.083 g, 0.24 mmol), 1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine (0.048 g, 0.29 mmol), Pd2(dba)3 (0.022 g, 0.024 mmol), XantPhos (0.028 g, 0.048 mmol), Cs2CO3 (0.16 g, 0.48 mmol) and dioxane (2 mL). The mixture was degassed with N2 for 10 min. The resulting mixture was irradiated in a microwave reactor at 140 C. for 3 hours and then cooled to room temperature. The mixture was filtered through Celite and concentrated under reduced pressure. The residue was dissolved in DMF and purified by prep-HPLC (Gilson GX 281, Shim-pack PRC-ODS 250 mm¡Á20 mm¡Á2, gradient: CH3CN/10 mm/L NH4HCO3, 17 min) to give the desired product as a white solid (26 mg, yield: 25%). 1H NMR (500 MHz, d6-DMSO): delta 10.87 (s, 1H), 8.83 (s, 1H), 8.02 (d, J=5.5 Hz, 1H), 7.97 (s, 1H), 7.60 (d, J=3.0 Hz, 2H), 7.53 (t, J=3 Hz, 1H), 7.43 (s, 1H), 7.24 (s, 1H), 6.77 (d, J=5.0 Hz, 1H), 4.34 (m, 1H), 3.98-3.94 (m, 2H), 3.49-3.45 (m, 2H), 1.95-1.91 (m, 4H). LCMS (ESI) m/z: 432.0 [M+H+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine, its application will become more common.

Application of 3398-16-1, The chemical industry reduces the impact on the environment during synthesis 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, I believe this compound will play a more active role in future production and life.

A mixture of 5-{3-(cyanomethyl)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylpyrazine-2-carboxamide (256 mg, 0.567 mmol, from Example 2, step 2), 4-bromo-3,5-dimethyl-1H-pyrazole (119 mg, 0.681 mmol), dicyclohexyl(2?,4?,6?-triisopropylbiphenyl-2-yl)phosphine-(2?-aminobiphenyl-2-yl)(chloro)palladium (1:1) (67 mg, 0.085 mmol) and cesium carbonate (550 mg, 1.7 mmol) in 1,4-dioxane (2 mL)/ water (1 mL) was purged with nitrogen three times. The reaction was heated to 53¡ã C. for 2 h. The mixture was diluted with EtOAc, washed with brine, concentrated. The resulting reside was purified first on silica gel (eluting with 0-100percent EtOAc/hexanes followed by 10percent methanol/ dichloromethane), and then by prep-LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1percent ammonium hydroxide, at flow rate of 60 mL/min) to give the desired product (0.1 g, 40percent). 1H NMR (500 MHz, DMSO-d6) delta 8.64 (1H, d, J=1.5 Hz), 8.12 (1H, s), 8.06 (1H, d, J=8.0 Hz), 7.96 (1H, d, J=1.0 Hz), 7.71 (1H, s), 4.72 (2H, d, J=9.5 Hz), 4.49 (1H, d, J=9.5 Hz), 4.08 (1H, m), 3.68 (2H, s), 2.22 (6H, s), 1.16 (6H, d, J=6.5 Hz) ppm. LCMS calculated for C21H26N9O (M+H)+: m/z=420.2. Found: 420.0.

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, 4-Bromo-3,5-dimethylpyrazole, other downstream synthetic routes, hurry up and to see.

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. 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., SDS of cas: 25016-20-0

To a solution of 1 -methyl- 7/-/-pyrazole-3-carboxylic acid (0.100 g, 0.793 mmol), A/,A/-diisopropylethylamine (0.307 g, 2.38 mmol) in tetrahydrofuran (4 ml_) at 20 C was added 1 -[b/s(dimethylamino)methylene]- 7/-/-1 ,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (0.452 g, 1 .19 mmol). The reaction was stirred for 20 minutes before a solution of 5-(3-chlorobenzyl)pyridin-2-amine (0.173 g, 0.793 mmol) in tetrahydrofuran (1 .0 ml_) was added. The solution was stirred at 20 C for 16 h. The volatiles were removed under reduced pressure and the residue was added to a mixture of dichloromethane (50 ml_) and water (50 ml_). The organic layer was collected, dried over sodium sulfate, filtered and concentrated. The crude sample was dissolved in minimal A/,A/-dimethylformamide and purified via prep-HPLC (Boston C1 8 21 *250 mm 10 pm column; acetonitrile/0.01 % aqueous trifluoroacetic acid) to give A/-(5-(3-chlorobenzyl)pyridin-2-yl)-1 -methyl- 7/-/-pyrazole-3-carboxamide (0.0927 g, 0.285 mmol, 36%) as a white solid. 1 H NMR (400 MHz, Dimethylsulfoxide-c/6) d 9.51 (s, 1 H), 8.29 (s, 1 H), 8.1 0 (d, J = 10.5 Hz, 1 H), 7.88 (d, J = 2.5 Hz, 1 H), 7.71 -7.74 (m, 1 H), 7.23-7.35 (m, 4H), 6.84 (d, J = 2.5 Hz, 1 H), 3.96 (s, 5H); LCMS (ESI) m/z: 327.1 [M+H]+.

The synthetic route of 25016-20-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 35100-92-6, 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. 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 7) tert-butyl 4-((5-chloro-2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate and tert-butyl 4-((2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate To a suspension of tert-butyl 4-((2,5-dichloropyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate (0.27 g, 0.71 mmol) in anhydrous 1,4-dioxane (6.0 mL) was added 1,5-dimethyl-1H-pyrazol-3-amine (0.16 g, 1.44 mmol), palladium diacetate (32 mg, 0.14 mmol), BINAP (90 mg, 0.14 mmol) and cesium carbonate (0.47 g, 1.43 mmol). The mixture was degassed and refilled with nitrogen for several times in a sealed tube and then stirred under microwave irradiation at 150 C. for 2 hours. The mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/a solution of NH3 in MeOH (3M) (v/v)=100/1 to 50/1 to 30/1 to 10/1) to give the tert-butyl 4-((5-chloro-2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate as a yellow solid (0.19 g, yield 60%), also get tert-butyl4-((2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate as a brown solid (0.20 g, 67%, impure). For tert-butyl 4-((5-chloro-2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate LC-MS (ESI, pos. ion) m/z: 450.4 [M+H]+; 1H NMR (400 MHz, CDCl3) delta (ppm): 7.90 (s, 1H), 7.19 (s, 1H), 6.38 (s, 1H), 4.99 (d, J=8.4 Hz, 1H), 4.12-3.91 (m, 3H), 3.67 (s, 3H), 2.93 (t, J=12.0 Hz, 1H), 2.61 (br, 1H), 2.25 (s, 3H), 2.14-2.06 (m, 1H), 1.77-1.66 (m, 1H), 1.48 (s, 9H), 1.45-1.38 (m, 2H), 1.22 (s, 1H), 0.94 (t, J=7.5 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, 1,5-Dimethyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 25016-11-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 25016-11-9 as follows.

Intermediate 69 (600mg, 1 eq.) was dissolved in tetrahydrofuran, and lithium aluminum hydride (210 mg, 1 eq.) was added under ice bath and the mixture was reacted at room temperature for 2 h. After completion of the reaction, 210 mul of water, 210 mul of 10% aqueous sodium hydroxide solution, and 630 mul of water were successively added, followed by addition of anhydrous magnesium sulfate. The mixture was stirred for a while, filtered and evaporated to dryness to give 400 mg of an oil. MS (ESI): 113(M+H)

According to the analysis of related databases, 25016-11-9, the application of this compound in the production field has become more and more popular.

These common heterocyclic compound, 948570-75-0, name is 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole, 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. name: 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole

General procedure: 4-nitro-1H-pyrazole (1 equiv), corresponding alcohols (1 equiv) and triphenylphosphine (1.5 equiv) were dissolved in THF, and di-tert-butyl azodicarboxylate (1.5 equiv) was added over approximately 10min. The resulting mixture was stirred at room temperature for 5h and concentrated to dryness. The residue was purified by column chromatography to give intermediates 27a-c. A solution of 4-nitro-1H-pyrazole (1 equiv), potassium carbonate (1 equiv) and the alkylating reagent (1.1 eq) in acetonitrile was heated at 40-80C for 8h. The mixture was diluted with ethyl acetate, and the organic layer was washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and purified by chromatography to give intermediates 27b-f. Intermediates 27a-f (1 equiv) were dissolved in ethanol, and Pd/C (0.1 equiv) was added. The flask was flushed with H2 and stirred for 3hat 40C. The reaction mixture was filtered through a Celite pad and the filtrate was concentrated to dryness, yielding intermediates 28a-f.

The synthetic route of 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

The chemical industry reduces the impact on the environment during synthesis 19959-77-4, name is 2-(5-Methyl-1H-pyrazol-3-yl)pyridine, I believe this compound will play a more active role in future production and life. 19959-77-4

To a solution of 2-(5-methyl-1H-pyrazol-3-yl)pyridine (27.9 g, 175 mmol) in carbon tetrachloride (300 mL) and dicholoromethane (300 mL) in a round-bottom flask was added N-bromosuccunimide (31.2 g, 175 mmol). The resulting mixture was stirred at room temperature for 21 hours and the reaction mixture was added water. The resulting solution was extracted with dicholomethane. The organic extracts were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting solid was washed with hexane/AcOEt (v/v =10/1) and dried under reduced pressure at 50 C. The title compound was obtained as a white solid. (37.5 g, 158 mmol, 90% yield): 1H NMR (400 MHz, CDCl3) d 8.61 (d, J = 3.1 Hz, 1H), 8.28 (d, J = 7.8 Hz, 1H), 7.80 (t, J = 7.8 Hz, 1H), 7.28 (t, J = 7.8 Hz, 1H), 2.34 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 19959-77-4. I believe this compound will play a more active role in future production and life.

These common heterocyclic compound, 1001020-14-9, name is 3-(Trifluoromethyl)-1H-pyrazole-4-carbaldehyde, 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. 1001020-14-9

Example 862-(3-(4-((Methylamino)methyl)-3-(trifluoromethyl)-1 H-pyrazol-1-yl)propanamido)-4,5,6,7- tetrahydrobenzofblthiophene-3-carboxamidea) 2-(3-(4-Formyl-3-(trifluoromethyl)-1 H-pyrazol-1 -yl)propanamido)-4,5,6,7- tetrahydrobenzo[b]thiophene-3-carboxamide3-(Trifluoromethyl)-1H-pyrazole-4-carbaldehyde (260 mg, 1.585 mmol) and 2-(3- chloropropanamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (454 mg, 1.585 mmol) were dissolved in THF (20 mL). Potassium tert-butoxide (356 mg, 3.17 mmol) was added followed by potassium iodide (10 mg, 0.06 mmol). The reaction mixture was stirred at RT overnight. Water was added and the reaction mixture extracted with EtOAc (x 3).The EtOAc layers were combined and washed with brine, dried over MgSO4, filtered and the solvent removed in vacuo to give a yellow gum (673 mg). Purification by flash column chromatography-silica gel gave the desired product as a white solid (180 mg, 0.43 mmol,27 %).MS (ESI) : m/z 415.1 [M + H]+ .

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 1001020-14-9.

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. 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 14531-55-6

To a solution of 3,5-dimethyl-4-nitro-1H-pyrazole (1.09, 7.09 mmcl) in acetonitrile (10 mL)was added 2,2-dimethyloxirane (1.788 g, 24.80 mmol) and DBU (2.136 mL, 14.17 mmol).The reaction was stirred at 60 C for 20 hours. The mixture was quenched with water and extracted with DCM (20 mL x 3). The combined organic layer was dried over Na2SO4, filtered and concentrated in vacuum. The crude was purified by column chromatography on silica gel (DCM: MeOH2O:1) to give the title compound D5 (800 mg, 3.75 mmol,52.9 %yield).LCMS: 214 [M+H], tRl.O6 mi (LCMS condition 2)

The synthetic route of 14531-55-6 has been constantly updated, and we look forward to future research findings.

52867-42-2, A common compound: 52867-42-2, name is Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

In a three-necked round bottom flask were successively added acetone 20mL, methyl 3-hydroxy-1-methylpyrazole-5-carboxylate 5mmol, 1,1,3_ trichloropropene 5.5mmol alkaline conditions at room temperature for 12h, filtered , Acetone, and concentrated to give methyl 3- (3,3-dichloroallyloxy) -1-methylpyrazole-5-carboxylate as a white solid in 95% yield, purity 95%

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, Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.