Analyzing the synthesis route of

Application of 1904-31-0, These common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, 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 149:; 4-(4-Dimethylcarbamoyl-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1 -methyl-1 H-pyrazol-3-yl)-amide; To a solution of 4-(4-dimethylcarbamoyl-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofurapi-6-carboxylic acid (149c) (130 mg, 0.366 mmol), 3-amino-1-methyl-pyrazole (71.1 mg, 0.732 mmol) and triethylamine (0.102 ml, 0.732 mmol) in 3 mL of DMF was added HATU (278 mg, 0.732 mmol). The mixture was stirred at 500C for 2 hr, quenched with water, extracted with 3XEtOAc. The combined organic layer was washed with 2XH2O, dried with Na2SO4, concentrated and purified by Biotage column chromatography with 75- 100percent EtOAc in hexanes to give a white solid (134 mg, 84percent yield). 1H NMR (400 MHz, CDCI3) delta 8.69 (s, 1 H) 7.38 – 7.46 (m, 2 H) 7.24 – 7.28 (m, 1 H) 7.01 (d, J=2.78 Hz, 2 H) 6.97 (d, ./=8.59 Hz, 2 H) 6.77 (d, J=2.02 Hz, 1 H) 3.76 (d, 3 H) 3.07 (d, J=22.48 Hz, 6 H) 2.89 (s, 2 H) 1.47 (s, 6 H); LCMS for C24H26N4O4 m/z 435.20 (M+H+); Anal. Calcd. for C24H28N4O4- 0.7 H2O: C, 64.47; H, 6.18; N, 12.53; Found: C, 64.22; H, 6.11; N, 12.54.

Statistics shows that 1-Methyl-1H-pyrazol-3-amine is playing an increasingly important role. we look forward to future research findings about 1904-31-0.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/122482; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics