Application of 6076-14-8, These common heterocyclic compound, 6076-14-8, name is Ethyl 4-bromo-5-methyl-1H-pyrazole-3-carboxylate, 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.
ethyl 4-bromo-5-methyl-1 H-pyrazole-3-carboxylate (p76, 900 mg, 3.86 mmol) was dissolved in DMF (6 mL) and cooled with an ice bath. Then NaH 60% dispersion in oil (309 mg, 7.72 mmol) was added portion-wise and the resulting mixture was stirred for 30 min before adding iodomethane (0.29 mL, 4.63 mmol). The reaction mixture was stirred at RT for 3 hrs. It was diluted with water and extracted with EtOAc (3x). The organic phase was dried and evaporated and the residue was purified by S1O2 column (eluting from cHex to 50% EtOAc) to afford ethyl 4-bromo-2,5-dimethyl-1 H-pyrazole-3- carboxylate (260 mg) as oil and ethyl 4-bromo-1 ,5-dimethyl-1 H-pyrazole-3-carboxylate (p77, y= 44% yield) as white solid. NMR (1H, DMSO-c/6) delta 4.26 (q, 2H), 3.86 (s, 3H), 2.27 (s, 3H), 1.28 (t, 3H)
Statistics shows that Ethyl 4-bromo-5-methyl-1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 6076-14-8.