Sodium Carbonate → HCID 66905104, compound

Participants

Reaction Steps

Bring a mixture of (R)-trifluoro-methanesulfonic acid 3,5-dichloro-4-(1-morpholin-4-yl-2-oxo-pyrrolidin-3-ylmethyl)-phenyl ester (0.19 g, 0.4 mmol), 4-t-butyloxycarbonylphenylboronic acid (0.106 g, 0.48 mmol), sodium carbonate (0.127 g, 1.2 mmol) in THF (10 mL) and water (3 mL) to 60° C. To the mixture at 60° C., add Pd(PPh3)4 (0.023 g, 0.02 mmol) and then raise reaction temperature to 80° C. and stir for 3 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 then purify on silica gel column with 40% ethyl acetate in hexanes to afford 0.15 g (74%) of the titled product. MS (m/z): 461 (M+).

Provenance & Evidence