Sodium Carbonate → HCID 66905158, compound

Participants

Reaction Conditions

Reaction Steps

Bring a mixture of trifluoro-methanesulfonic acid 3-Chloro-4-[(R)-2-oxo-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-3-ylmethyl]-phenyl ester (0.83 g, 1.35 mmol), 4-methoxycarbonylphenylboronic acid (0.29 g, 1.62 mmol), sodium carbonate (0.43 g, 4.06 mmol) in THF (20 mL) and water (6 mL) to 60° C. To the mixture at 60° C., add Pd(PPh3)4 (0.08 g, 0.07 mmol). Raise the reaction temperature to 80° C. and stir for 1 hour. Cool the reaction, dilute with ethyl acetate, and wash with water and brine. Dry the organic layer with Na2SO4, remove the solvent in vacuo, and purify on silica gel column with 0% to 50% ethyl acetate in hexanes gradient to afford 0.76 g (93%) of the titled product. MS (m/z): 599 (M+).

Provenance & Evidence