Dimethylformamide → HCID 66920473, compound

Participants

Reaction Steps

To a solution of 7-methyl-1H-indazole-5-carboxylic acid (356 mg, 2.0 mmol) in DMF (6 mL) was added K2CO3 (0.85 g, 6.2 mmol) and iodomethane (0.45 mL, 7.2 mmol). The mixture was stirred at room temperature for 4 hours and then heated at 50° C. overnight. The reaction was cooled to room temperature, diluted with EtOAc and washed with saturated aqueous NaCl. The organic extract was concentrated and purified by Biotage chromatography (40 S column, 25-50% EtOAc/heptane) to afford methyl 1,7-dimethyl-1H-indazole-5-carboxylate (91 mg, 22%) and methyl 2,7-dimethyl-2H-indazole-5-carboxylate (141 mg, 35%).

Provenance & Evidence