Category: 287922-71-8

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. 287922-71-8, name is 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

a) 500 mg (2.69 mmol) 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile, 1.21 mg (5.00 muMol) Pd(OAc)2, 44.7 mg (0.08 mmol) dppf and 661 mg (8.06 mmol) NaOAc are added to 20 mL MeOH and stirred in an atmosphere of CO (p=10 bar) at 120 C. over night. Then the solvent is removed and the residue is purified by HPLC (MeOH/H2O/TFA).

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; Boehringer Ingelheim International GmbH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; US2014/100211; (2014); 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. 287922-71-8, name is 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 287922-71-8

Example XXXI -Cvano-1 -methyl-1 /-/-pyrazole-4-carboxylic acid a) 500 mg (2.69 mmol) 4-Bromo-1 -methyl-1 H-pyrazole-3-carbonitrile, 1 .21 mg (5.00 muMuomicronIota) Pd(OAc)2, 44.7 mg (0.08 mmol) dppf and 661 mg (8.06 mmol) NaOAc are added to 20 mL MeOH and stirred in an atmosphere of CO (p = 10 bar) at 120 C over night. Then the solvent is removed and the residue is purified by HPLC (MeOH/H2O/TFA). b) 100 mg (0.61 mmol) of the above mentioned product are added to 16 mL of a 1 /1 mixture of MeOH and THF and charged with 0.23 mL (0.91 mmol) of an aq. NaOH solution (c = 4 mol/L). The resulting mixture is stirred at r.t. over night. Then the solvent is removed, water is added to the residue and the solution is acidified with an aq. HCI solution (c = 1 mol/L). The precipitate is filtered off and dried. C6H5N3O2 (M= 151 .1 g/mol) ESI-MS: 152 [M+H]+ Rt (HPLC): 0.45 min (method D)

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.

Synthetic Route of 287922-71-8, 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. 287922-71-8, name is 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-l-carboxylate (1,8 g, 5.32 mmol) in dioxane (20 mL) and H20 (4 mE) was added K2C03 (2 g,14.52 mmol), [1,1 -bis(diphenylphosphino)ferrocene]dichEoropal1adium(I1) (350 mg, 0.5 mmol) and 4-bromo-1-methyl-IH-pyrazole-3-carbonitrile (0.9 g, 4.84 mmol). The mixture was heated to 120 C for 12 h under a nitrogen atmosphere. After cooling the reaction to room temperature, the mixture was concentrated in vacuo. The crude residue was purified bysilica gel chromatography (petroleum ether / EtOAc 1: 1) to give the title compound (1.13 g, 70%) as yellow solid. LCMS M/Z (M+H-t-Bu) 269.

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

Application of 287922-71-8, 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. 287922-71-8, name is 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 4-bromo-1-methyl-1H-pyrazole-3-carbonitrile (29-b) (60.8 mg, 0.327 mmol) , 4, 4, 4′, 4′, 5, 5, 5′, 5′-octamethyl-2, 2′-bi (1, 3, 2-dioxaborolane) (29-c) (91.0 mg, 0.360 mmol) , PdCl2(dppf) (47.9 mg, 0.065 mmol) and potassium acetate (64.2 mg, 0.654 mmol) in 1, 4-dioxane (3 ml) was stirred for 3 h at 80 . Then (R) -4-chloro-2- (4- (cyclopropanecarbonyl) -3-methylpiperazin-1-yl) pyrimidine-5-carbonitrile (29-a) (100 mg, 0.327 mmol) , potassium carbonate (90.1 mg, 0.654 mmol) and water (0.5 ml) were added and the resulting mixture was stirred for 5 h at 80 . The mixture was cooled, water (10 mL) was added and the mixture was extracted with ethyl acetate (3 x20 mL) . The combined organic fractions were washed with brine (3 x20 mL) , dried over sodium sulfate, filtered and concentrated under vacuum. The residue was purified by preparative-TLC, eluting with ethyl acetate: petroleum ether =1: 2 to give compound 6-13. MS (ESI) Calc?d for (C19H21N8O) [M+H]+, 377; found, 377.

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