A new synthetic route of 4-Bromo-1-methyl-1H-pyrazol-3-amine

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-methyl-1H-pyrazol-3-amine. I believe this compound will play a more active role in future production and life.

Application of 146941-72-2, 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. 146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A soln. of amine BB-34 (1 eq) and aldehyde or ketone BB-12 (1.05 to 1.1 eq) in MeOH (2 to 4 mL/mmol) was stirred for 1 h at RT. NaBI-U (1.6 to 2 eq) was added portionwise at 0C and the rxn mixture was stirred at a given temperature for a given time (see Table 52). It was quenched with H2O at 0C and extracted with EtOAc. The combined org. phases were washed with brine, dried over MgSCh and concentrated in vacuo. When necessary, the crude was purified by CC using EtOAc/MeOH

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-methyl-1H-pyrazol-3-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (266 pag.)WO2019/137927; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New learning discoveries about C4H6BrN3

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

Electric Literature of 146941-72-2,Some common heterocyclic compound, 146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine, molecular formula is C4H6BrN3, 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.

EXAMPLE 3 Preparation of N-(4-Bromo-1-methylpyrazol-3-yl)-7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]-pyrimidine-2-sulfonamide Pyridine (1.08 g, 8.0 mmol) and dimethyl sulfoxide (0.2 g) were added to a solution of 7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonyl chloride (1.0 g, 4.0 mmol) and 3-amino-4-bromo-1-methylpyrazole (0.70 g, 4.0 mmol) in 10 mL of acetonitrile with stirring at ambient temperature and the mixture was allowed to react overnight. The mixture was then concentrated by evaporation under reduced pressure and the residue was taken up in methylene chloride. The resulting solution was extracted with water and dried over magnesium sulfate. The volatile materials were then removed by evaporation under reduced pressure and the solid residue was extracted with diethyl ether and with water, recovered by filtration, and dried under reduced pressure to obtain 0.38 g (25 percent of theory) of the title compound as a white solid melting at 230-232 C. Elemental Analysis: Calc. for C10 H12 BrClN7 O3 S:%C, 28.2; %H, 2.84; %N, 23.0 Found: %C, 28.0: %H, 2.42; %N, 23.2 1 H NMR Spectrum: (delta ppm from TMS) 10.9 (bs, 1H), 7.84 (s, 1H), 7.83 (s, 1H), 4.23 (s, 3H), and 3.66 (s, 3H).

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DowElanco; US5201938; (1993); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Sources of common compounds: 146941-72-2

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-methyl-1H-pyrazol-3-amine. I believe this compound will play a more active role in future production and life.

Synthetic Route of 146941-72-2, 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. 146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows.

A solution of N-(2′,4′-difluoro-5-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-yl)cyclopropanesulfonamide (100 mg, 0.181 mmol) in THF/EtOH/Water (5:5:2) was degassed by N2 bubbling for 5 min. 4-Bromo-1-methyl-1H-pyrazol-3-amine (35 mg, 0.19 mmol, 1.1 eq.) was added and the mixture was degassed for another 5 min. Bis(tri-tert-butylphosphine)palladium(0) (5 mg, 0.009 mmol, 0.05 eq.) and cesium carbonate (170 mg, 0.54 mmol, 3.0 eq.) were added sequentially and the mixture was further degassed for 5 min and heated at 90 C. for 16 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off to give the crude residue which was purified by preparative HPLC to give the product in 27% yield (25 mg). 1H NMR (300 MHz, DMSO): delta 10.3 (s, 1H) 8.79 (s, 1H), 7.95-7.92 (m, 2H), 7.77-7.07 (m, 2H), 7.59 (s, 2H), 7.53-7.47 (m, 3H), 7.29 (m, 1H), 3.75 (s, 3H), 2.91 (m, 1H), 1.5-1.49 (d, 2H), 1.30-1.26 (t, 2H), 1.03-1.01 (t, 2H); LC-MS (ESI): Calculated mass: 520.5; Observed mass: 521.0 [M+H]+ (rt: 0.676 min).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-methyl-1H-pyrazol-3-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Linnanen, Tero; Wohlfahrt, Gerd; Nanduri, Srinivas; Ujjinamatada, Ravi; Rajagopalan, Srinivasan; Mukherjee, Subhendu; US2015/11548; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New learning discoveries about 146941-72-2

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

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. 146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Bromo-1-methyl-1H-pyrazol-3-amine

Example 0690 0690-1 A mixture of 4-bromo-1-methyl-1H-pyrazole-3-amine (150 mg), pyridine (2 mL), acetic anhydride (241 muL), and N,N-dimethylpyridine-4-amine (11 mg) was stirred at room temperature for 3 hours. The solvent was distilled off under reduced pressure, and methanol (3 mL) and a 20% sodium hydroxide aqueous solution (1 mL) were added to the obtained residue, followed by stirring at room temperature for 3 hours. After water and ethyl acetate were added to the reaction mixture, the organic layer was collected by separation, washed with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate-methanol), thereby obtaining N-(4-bromo-1-methyl-1H-pyrazol-3-yl)acetamide (79 mg). MS m/z (M+H): 218.

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The important role of 4-Bromo-1-methyl-1H-pyrazol-3-amine

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

Electric Literature of 146941-72-2, A common heterocyclic compound, 146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine, molecular formula is C4H6BrN3, 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.

EXAMPLE 3 Preparation of N-(4-bromo-1-methylpyrazol-3-yl)-7-chloro-5-methoxy-1,2,4-triazolo-[1,5-c]pyrimidine-2-sulfonamide Pyridine (1.08 g, 8 mmol) and dimethyl sulfoxide (0.2 g) were added to a solution of 7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonyl chloride (1.0 g, 4.0 mmol) and 3-amino-4-bromo-1-methylpyrazole (0.7 g, 4.0 mmol) in 10 mL of acetonitrile with stirring at ambient temperature and the mixture was allowed to react overnight. The mixture was then concentrated by evaporation under reduced pressure and the residue was taken up in methylene chloride. The resulting solution was extracted with water and dried over MgSO4. The volatile materials were then removed by evaporation under reduced pressure and the solid residue was extracted with diethyl ether and with water, recovered by filtration, and dried under reduced pressure to obtain 0.38 g (25 percent yield) of the title compound as a white solid melting at 230-232 C.

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DowElanco; US5177206; (1993); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The origin of a common compound about 146941-72-2

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C4H6BrN3

General procedure: A soln. of amine BB-34 (1 eq) and aldehyde or ketone BB-12 (1.05 to 1.1 eq) in MeOH (2 to 4 mL/mmol) was stirred for 1 h at RT. NaBI-U (1.6 to 2 eq) was added portionwise at 0C and the rxn mixture was stirred at a given temperature for a given time (see Table 52). It was quenched with H2O at 0C and extracted with EtOAc. The combined org. phases were washed with brine, dried over MgSCh and concentrated in vacuo. When necessary, the crude was purified by CC using EtOAc/MeOH

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (266 pag.)WO2019/137927; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New downstream synthetic route of 146941-72-2

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-methyl-1H-pyrazol-3-amine. I believe this compound will play a more active role in future production and life.

Reference of 146941-72-2, 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. 146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows.

A) To a solution of 4-bromo-1-methyl-1H-pyrazol-3-amine (312 mg) in a mixed solvent of water (2.0 mL) and toluene (2.0 mL) was added itaconic acid (245 mg). The reaction mixture was stirred at 120 C. for 5 hr, and the solvent was evaporated under reduced pressure. The residue was used for the next step without purification.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-methyl-1H-pyrazol-3-amine. I believe this compound will play a more active role in future production and life.

The important role of 146941-72-2

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

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. 146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C4H6BrN3

A) To a solution of 4-bromo-1-methyl-1H-pyrazol-3-amine (310 mg) and triethylamine (0.37 mL) in THF (8.8 mL) was added 4-chlorobutanoyl chloride (0.22 mL) under ice-cooling, and the mixture was stirred at 0 C. for 30 min. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (456 mg). MS (ESI+): [M+H]+280.0.

The synthetic route of 146941-72-2 has been constantly updated, and we look forward to future research findings.

New downstream synthetic route of 146941-72-2

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.

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. 146941-72-2, name is 4-Bromo-1-methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-1-methyl-1H-pyrazol-3-amine

A) Methyl 3-(4-bromo-1-methyl-1H-pyrazol-3-ylamino)propanoate A mixture of 4-bromo-1-methyl-1H-pyrazol-3-amine (3.50 g), methyl acrylate (8 mL), 4-(dimethylamino)pyridine (0.49 g) and DMF (3 mL) was stirred at 135C for 3 hours and 30 minutes under irradiation with microwave. Water and ethyl acetate were added to the reaction mixture to separate an organic layer. The aqueous layer was subjected to extraction with ethyl acetate. The combined extract was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to obtain the title compound (3.20 g). MS: [M+H]+ 261.8.

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.