Potassium Carbonate → HCID 58748285, compound

Participants

Reaction Conditions

Reaction Steps

(3R,4R)-4-[2-Fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-pyrrolidine-3-carboxylic acid ethyl ester hydrochloride (0.315 g; synthesis described in EP04101265.9 example 28 step 3) is suspended in acetonitrile (10 ml) and K2CO3 (0.425 g) is added as solid. 2-Bromo-N-(5-chloro-2-pyridinyl)-acetamide (0.23 g) is added and the reaction mixture is stirred at 25° C. for 18 h. After that the mixture is heated for 3 h to 80° C., cooled to 25° C. and filtered. The filtrate is evaporated to dryness followed by flash chromatography over silica gel using DCM/MeOH/NH3 as eluent to yield 0.203 g (46.3%) (3R,4R)-1-[(5-chloro-pyridin-2-ylcarbamoyl)-methyl]-4-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarba-moyl]-pyrrolidine-3-carboxylic acid ethyl ester. White solid. MS 542.3 [M+H+].

Provenance & Evidence