1-Propanol → 6-Propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of 71.3 mg (0.28 mmol) 6-bromo-5-chloro-pyrazine-2-carboxylic acid methyl ester, 182.4 mg (0.56 mmol) Cs2CO3 and 17 mg (0.286 mmol) propanol in 1 mL DMF was heated to 60° C. for 16 h. Subsequently, 60 mg (0.84 mmol) pyrrolidine was added and the mixture was heated to 100° C. for 16 h. 0.2 mL water and 0.05 mL 5N KOH was added and heated to 60° C. for 2 h. The mixture was purified by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and formic acid. The combined product fractions were evaporated to yield 12 mg (17%) of the title compound. m/z (ES+): 252.0 (M+H).

Provenance & Evidence