Category: 637336-53-9

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. 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate

Synthesis of Compound 37.4 [0328] To a solution of 37.3 (200 mg, 0.51 mmol, 1.0 eq) in DCM (10 mL) were added methyl 4-amino-l-methyl-lH-pyrazole-3-carboxylate (80 mg, 0.51 mmol, 1.0 eq), HATU (194 mg, 0.51 mmol, 1.0 eq) and DIPEA (130 mg, 1.02 mmol, 2.0 eq). After stirred at room temperature for 12 h, the reaction mixture was washed with water (10 mL), brine (10 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by prep-TLC (DCM / MeOH = 30 / 1) to give 37.4 (320 mg, yield: 85%) as a white solid. 1H NMR (400 MHz, DMSO- 6) D delta: 10.27 (s, 1H), 9.07 (s, 1H), 8.42 (s, 1H), 8.39 (d, J = 5.6 Hz, 1H), 7.51 (d, J = 5.6 Hz, 1H), 7.27 (s, 1H), 6.81 (t, J =5.6 Hz, 1H), 4.31 (t, J = 6.4 Hz, 2H), 3.95 (s, 3H), 3.93 (s, 3H), 2.95-2.91 (m, 2H), 1.77-1.71 (m, 2H), 1.43-1.36 (m, 4H), 1.36 (s, 9H); ESI-MS (M+H) +: 529.2.

The synthetic route of 637336-53-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC.; JENKINS, Tracy; VESSELS, Jeffery; WO2014/143672; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 637336-53-9, 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. 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of A-2 (600 mg, 2.34 mmol) in DMF (10ml) was added EDCI (672 mg, 3.51 mmol) and HOBt (538 mg, 3.51 mmol) at 25C. Stirring was continued for 10 min. 4- Amino-l-methyl-lH-pyrazole-3-carboxylic acid methyl ester (362 mg, 2.35 mmol) and triethylamine (0.8 ml, 5.35 mmol) were subsequently added to the above solution. The reaction mixture was stirred at 25C overnight, then quenched with water (8 ml), and extracted with CH2C12. The combined organic layers were washed with brine, dried (Na2S04), filtered, and evaporated. The crude product thus obtained was purified by column chromatography over silica gel (2% MeOH/CH2Cl2) to provide the title compound (642 mg, 69%) as yellow sticky solid.

The synthetic route of Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLEICHER, Konrad; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; GRUBER, Felix; KOERNER, Matthias; KUHN, Bernd; PETERS, Jens-Uwe; RODRIGUEZ SARMIENTO, Rosa Maria; WO2011/154327; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 637336-53-9, 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. 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Isoamyl nitrite (1 .3 ml_, 9.67mmol) was added drop-wise to a suspension of methyl 4- amino-1 -methyl-1 H-pyrazole-3-carboxylate (p70, 1 g, 6.45 mmol), CuBr2 (1 .44 g, 6.45 mmol) and CuBr (924 mg, 6.45 mmol) in MeCN (25 ml_). The resulting mixture was stirred at 80 C for 2 hrs. After cooling to RT the volatiles were evaporated under vacuum and the residue was purified by FC on S1O2 column (eluting from cHex to 40% EtOAc) to afford methyl 4-bromo- 1 -methyl- 1 H-pyrazole-3-carboxylate (p71 , 500 mg, y= 35 %) as brown solid. MS (mlz): 220.9 [MH]+

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 4-amino-1-methyl-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; CREMONESI, Susanna; SEMERARO, Teresa; TARSI, Luca; GIBSON, Karl Richard; (116 pag.)WO2019/81939; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 637336-53-9, 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. 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

C) Methyl 4-[(3-methoxy-3-oxopropyl)amino]-1-methyl-1H-pyrazole-3-carboxylate To a mixture of methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate (7.67 g) and methyl acrylate (5.45 g), acetic acid (0.77 g) was added, and the resulting mixture was stirred at 135C for 1 hour under irradiation with microwave. The reaction mixture was cooled to room temperature and then diluted with ethyl acetate. The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and saturated brine and then 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 (6.76 g). 1H NMR (400 MHz, CDCl3) delta 2.61 (2H, t, J = 6.8 Hz), 3.28-3.35 (2H, m), 3.70 (3H, s), 3.87 (3H, s), 3.89 (3H, s), 5.03 (1H, t, J = 6.4 Hz), 6.88 (1H, s).

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; ASANO, Yasutomi; KOJIMA, Takuto; KURASAWA, Osamu; WONG, Tzu-Tshin; HIRATA, Yasuhiro; IWAMURA, Naoki; SAITO, Bunnai; TANAKA, Yuta; ARAI Ryosuke; IMAMURA, Shinichi; YONEMORI, Kazuko; MIYAMOTO, Yasufumi; KITAMURA, Shuji; SANO, Osamu; (222 pag.)EP3287441; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 637336-53-9,Some common heterocyclic compound, 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate, molecular formula is C6H9N3O2, 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.

Isoamyl nitrite (1.3 ml_, 9.67mmol) was added drop-wise to a suspension of methyl 4- amino-1-methyl-1 H-pyrazole-3-carboxylate (p130, 1 g, 6.45 mmol), CuBr2 (1.44 g, 6.45 mmol) and CuBr (924 mg, 6.45 mmol) in MeCN (25 ml_). The resulting mixture was stirred at 80 C for 2 hrs. After cooling to RT the volatiles were evaporated under vacuum and the residue was purified by FC on S1O2 column (eluting from cHex to 40% EtOAc ) to afford methyl 4-bromo- 1 -methyl- 1 H-pyrazole-3-carboxylate (p131 , 500 mg, y= 35 %) as brown solid. MS (/77/z): 220.9 [MH]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate, its application will become more common.

Reference of 637336-53-9,Some common heterocyclic compound, 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate, molecular formula is C6H9N3O2, 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.

Isoamyl nitrite (1.3 ml_, 9.67mmol) was added drop-wise to a suspension of methyl 4- amino-1-methyl-1 H-pyrazole-3-carboxylate (p130, 1 g, 6.45 mmol), CuBr2 (1.44 g, 6.45 mmol) and CuBr (924 mg, 6.45 mmol) in MeCN (25 ml_). The resulting mixture was stirred at 80 C for 2 hrs. After cooling to RT the volatiles were evaporated under vacuum and the residue was purified by FC on S1O2 column (eluting from cHex to 40% EtOAc ) to afford methyl 4-bromo- 1 -methyl- 1 H-pyrazole-3-carboxylate (p131 , 500 mg, y= 35 %) as brown solid. MS (/77/z): 220.9 [MH]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate, its application will become more common.

Related Products of 637336-53-9, 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. 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of compound from step a (775 mg, 5 mmol), 1-chloro-2-(2-chloroethoxy)ethane(1420 mg, 10 mmol), KI (1660 mg, 10 mmol) and K2C03 (2070 mg,15 mmol) in DMF (60mL) was stirred for 3 hours at 120 C. The solvent was removed and it was purified by reversephase C18 column chromatography (MeCN/H20) to give desired compound as a light yellowsolid. (450 mg, 40%). ESI-MS m/z: 226.0 [M+Hf.

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 4-amino-1-methyl-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.