Category: 821767-61-7

Synthetic Route of 821767-61-7, The chemical industry reduces the impact on the environment during synthesis 821767-61-7, name is tert-Butyl 4-formyl-1H-pyrazole-1-carboxylate, I believe this compound will play a more active role in future production and life.

Example 15 tert-butyl 4-formyl-1H-pyrazole-1-carboxylate (1.0 g) and (6-isopropylpyridin-3-yl)amine (0.694 g) were dissolved in 1,2-dichloroethane (25 mL), acetic acid (0.29 mL) and sodium triacetoxyborohydride (2.16 g) were added, and the mixture was stirred overnight at room temperature. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate, and the mixture was partitioned and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography to give tert-butyl 4-{[(6-isopropylpyridin-3-yl)amino]methyl}-1H-pyrazole-1-carboxylate (1.46 g). 1H-NMR(CDCl3)delta: 1.26(6H,d,J=6.9Hz), 1.65(9H,s), 2.96(1H,sept,J=6.9Hz), 3.80-3.90(1H,m), 4.23(2H,d,J=6.0Hz), 6.88(1H,dd,J=3.0,8.4Hz), 6.99(1H,d,J=8.4Hz), 7.70(1H,s), 8.01(1H,d,J=3.0Hz), 8.04(1H,s).

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

Reference:
Patent; Mitsubishi Pharma Corporation; EP1852431; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 821767-61-7, The chemical industry reduces the impact on the environment during synthesis 821767-61-7, name is tert-Butyl 4-formyl-1H-pyrazole-1-carboxylate, I believe this compound will play a more active role in future production and life.

Example 15 tert-butyl 4-formyl-1H-pyrazole-1-carboxylate (1.0 g) and (6-isopropylpyridin-3-yl)amine (0.694 g) were dissolved in 1,2-dichloroethane (25 mL), acetic acid (0.29 mL) and sodium triacetoxyborohydride (2.16 g) were added, and the mixture was stirred overnight at room temperature. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate, and the mixture was partitioned and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography to give tert-butyl 4-{[(6-isopropylpyridin-3-yl)amino]methyl}-1H-pyrazole-1-carboxylate (1.46 g). 1H-NMR(CDCl3)delta: 1.26(6H,d,J=6.9Hz), 1.65(9H,s), 2.96(1H,sept,J=6.9Hz), 3.80-3.90(1H,m), 4.23(2H,d,J=6.0Hz), 6.88(1H,dd,J=3.0,8.4Hz), 6.99(1H,d,J=8.4Hz), 7.70(1H,s), 8.01(1H,d,J=3.0Hz), 8.04(1H,s).

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

Reference:
Patent; Mitsubishi Pharma Corporation; EP1852431; (2007); 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. 821767-61-7, name is tert-Butyl 4-formyl-1H-pyrazole-1-carboxylate, A new synthetic method of this compound is introduced below., Safety of tert-Butyl 4-formyl-1H-pyrazole-1-carboxylate

Tert-Butyl 4-formyl-1H-pyrazole-1-carboxylate (CAS [821767-61-7]), (122 mg, 0.62 mmol) was added at 10 C, under N2 to a solution of intermediate 15 (183 mg, 0.55 mmol) in MeOH (7 mL). The mixture was stirred at rt for 5 h. Then NaBH4 (31 mg, 0.83 mmol) was added portionwise and the mixture was stirred at rt for 15 h. The mixture was poured into ice water, extracted with DCM. The organic layer was dried over MgSO4, filtered and evaporated to dryness giving 0.35g of crude compound. The residue was purified by chromatography over silica gel (Stationary phase: irregular SiOH 15-40mum 40g, Mobile phase: Gradient from 0.1% NH4OH, 97% DCM, 3% MeOH to 0.1% NH4OH, 95% DCM, 5% MeOH). The fractions containing product were collected and evaporated to dryness yielding 150 mg (yield 39%) of intermediate 17.

The synthetic route of 821767-61-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; PANDE, Vineet; HERKERT, Barbara; KROSKY, Daniel, Jason; QUEROLLE, Olivier, Alexis, Georges; PATRICK, Aaron, Nathaniel; PILATTE, Isabelle, Noelle, Constance; (157 pag.)WO2018/109088; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 821767-61-7,Some common heterocyclic compound, 821767-61-7, name is tert-Butyl 4-formyl-1H-pyrazole-1-carboxylate, molecular formula is C9H12N2O3, 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 methyl 2-(((benzyloxy)carbonyl)amino)-2- (dimethoxyphosphoryl)acetate (101 mg, 0.306 mmol) in DCM (1 mL) was added DBU (0.042 mL, 0.280 mmol). The reaction mixture was stirred for 10 minutes under Ar at room temperature. A solution of /er/-butyl 4-formyl-li/-pyrazole-l-carboxylate (50 mg, 0.255 mmol) in DCM (0.5 mL) was added to the reaction mixture. The reaction mixture was stirred at room temperature under Ar for 1 h. The mixture was concentrated and purified by flash chromatography to give Example 5B (76 mg, 74%). LCMS (ES): m/z 402.2 [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 tert-Butyl 4-formyl-1H-pyrazole-1-carboxylate, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; DEVASTHALE, Pratik; YE, Xiang-Yang; SELVAKUMAR, Kumaravel; DHANUSU, Suresh; BALASUBRAMANIAN, Palanikumar; GUERNON, Leatte R.; CIVIELLO, Rita; HAN, Xiaojun; PARKER, Michael F.; JACUTIN-PORTE, Swanee E.; (290 pag.)WO2018/89353; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 821767-61-7,Some common heterocyclic compound, 821767-61-7, name is tert-Butyl 4-formyl-1H-pyrazole-1-carboxylate, molecular formula is C9H12N2O3, 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.

Under a N2 flow, to a solution of intermediate 11(202 mg, 0.62 mmol) in DCM (10 mL) was added tert-butyl 4-formyl-1H-pyrazole-1-carboxylate (133 mg, 0.68 mmol) andAcOH (35 jiL, 0.62 mmol). The mixture was stirred at room temperature for 2h.NaBH(OAc)3 (521 mg, 2.46 mmol) was added and the mixture was stirred at rt overnight,poured into ice water and the layers were separated. The aqueous layer was extractedwith DCM. The organic layers were combined, washed with brine then dried overMg504, evaporated. The residue was purified by chromatography over silica gel(stationary phase: irregular SiOH 15-40jim 24g, mobile phase: DCM/MeOH(+10% NH4OH): 97/3). The pure fractions were mixed and evaporated yielding 145 mg (yield 46%) of intermediate 50.

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; PANDE, Vineet; HERKERT, Barbara; KROSKY, Daniel, Jason; QUEROLLE, Olivier, Alexis, Georges; PILATTE, Isabelle, Noelle, Constance; PATRICK, Aaron, Nathaniel; (250 pag.)WO2018/50686; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics