Dimethylformamide → ethyl 2-(3-cyano-2-cyclopropyl-5-methyl-4-(2-(pyrrolidin-1-ylsulfonyl)benzyl)-1H-pyrrol-1-yl)acetate

Participants

Reaction Steps

General procedure II was followed using ethyl 2-(5-cyclopropyl-2-methyl-3-(2-(pyrrolidin-1-ylsulfonyl)benzyl)-1H-pyrrol-1-yl)acetate (1.09 g, 2.53 mmol), chlorosulfonyl isocyanate (0.275 mL, 3.16 mmol) and N,N-dimethylformamide (0.196 mL, 2.53 mmol) to afford ethyl 2-(3-cyano-2-cyclopropyl-5-methyl-4-(2-(pyrrolidin-1-ylsulfonyl)benzyl)-1H-pyrrol-1-yl)acetate (58.0 mg, 0.127 mmol, 5% yield) as a viscous oil. 1D-NOESY experiment was performed to confirm the drawn regioisomer (irradiation of methyl group and 1-2% interaction with both methylene groups).

Provenance & Evidence