Sodium Carbonate → HCID 86630013, compound

Participants

Reaction Conditions

Reaction Steps

Bring a mixture of trifluoro-methanesulfonic acid (R)-3,5-dichloro-4-(1-morpholin-4-yl-2-oxo-pyrrolidin-3-ylmethyl)-phenyl ester (0.126 g, 0.26 mmol), 4-fluorophenylboronic acid (0.044 g, 0.31 mmol), sodium carbonate (0.084 g, 0.79 mmol) in THF (10 mL) and water (3 mL) to 60° C. To the mixture at 60° C., add Pd(PPh3)4 (0.015 g, 0.011 mmol) and then raise the reaction temperature to 80° C. and stir for 2 hours. Cool the reaction, dilute with ethyl acetate, and wash with water and brine. Dry the organic layer (Na2SO4), remove the solvent in vacuo to afford crude product, and purify on silica gel column with 50% ethyl acetate in hexanes to 100% ethyl acetate to afford 0.102 g (92%) of the titled product and then convert to the TFA salt by treating with trifluoroacetic acid. MS (m/z): 423 (M+).

Provenance & Evidence