Chloroform → HCID 58955130, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methanesulfonic acid 1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl ester (650 mg, 2 mmol, prepared as Example 2b) in DMF (3 mL) was added NaH (89 mg, 2.2 mmol, 65% in mineral oil) followed by 1,1-dimethylethyl (2-mercaptoethyl)carbamate (0.373 mL, 2.2 mmol). The resulting mixture was stirred at 25° C. for 12 h and then diluted with brine. Chloroform was used the extracted the aqueous solution. The organic fractions were pooled, concentrated and purified with column chromatography (silica, 10% MeOH in CDCl3 (1% NH4OH)) to afford the title compound as an off-white solid (630 mg, 78%): LC/MS m/z 405 (M+H)+.

Provenance & Evidence