Potassium Carbonate → (S)-tert-Butyl 4-(1-amino-3-(3'-cyano-4'-fluorobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

Participants

Reaction Conditions

Reaction Steps

(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 1, step (iii), 346 mg) in acetonitrile (10 mL) under nitrogen was treated with 3-cyano-4-fluorophenylboronic acid (110 mg) followed by aqueous potassium carbonate solution (2M, 0.67 mL) and 1,1 bis(di-tert-butylphosphino)ferrocene palladium dichloride (9 mg). The mixture was stirred at 75° C. for 18 h. The reaction mixture was evaporated, dissolved in dichloromethane, absorbed onto silica and purified by chromatography on silica eluting with 50% ethyl acetate in isohexane, then 100% ethyl acetate to afford the titled compound (366 mg).

Provenance & Evidence