Dimethyl Sulfoxide → HCID 59334612, compound

Participants

Reaction Steps

To a solution of dimethyl sulfoxide (5.70 mL, 80.0 mmol) in dichloromethane (100 mL) was added oxalyl chloride (3.51 mL, 40.1 mmol) at −78° C., and the mixture was stirred for 30 min. To the reaction mixture was added a solution of (5-chloro-2-methyl-2H-indazol-4-yl)methanol (2.63 g, 13.4 mmol) in dichloromethane (34 mL), and the mixture was stirred for 2 hr. To the reaction mixture was added triethylamine (16.9 mL, 120 mmol) at −78° C., and the mixture was stirred for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by flash silica gel column chromatography (ethyl acetate/hexane=1/4) to give the title compound (2.20 g, yield 85%).

Provenance & Evidence