Methyl iodide → HCID 86624979, compound

Participants

Reaction Steps

To an N,N-dimethylformamide solution of tert-butyl {(3R)-1-[3-(1-naphthylsulfonyl)-1H-indazol-5-yl]pyrrolidin-3-yl}carbamate (0.300 g, 0.609 mmol) was added cesium carbonate (0.198 g, 0.609 mmol). After 10 min, methyl iodide (0.046 mL, 0.104 mmol) was added and the reaction mixture was stirred for one hour. The reaction mixture was quenched with water, extracted with ethyl acetate (three times), dried over magnesium sulfate, concentrated and purified by column chromatography to afford tert-butyl {(3R)-1-[1-methyl-3-(naphthalen-1-ylsulfonyl)-1H-indazol-5-yl]pyrrolidin-3-yl}carbamate (223 mg, 72%) and tert-butyl {(3R)-1-[2-methyl-3-(naphthalen-1-ylsulfonyl)-2H-indazol-5-yl]pyrrolidin-3-yl}carbamate (53 mg, 17%)

Provenance & Evidence