Potassium vinyltrifluoroborate → HCID 66962889, compound

Participants

Reaction Steps

Ethyl(4R)-4-[(7-bromoisoquinolin-1-yl)oxy]-1-[(2S)-2-cyclopentyl-2-({[(2,2-dimethylpent-4-en-1-yl)oxy]carbonyl}amino)acetyl]-L-prolinate (526 mg, 0.83 mmol) was dissolved in ethanol (10 mL) and nitrogen was bubbled through for 15 min. Potassium vinyltrifluoroborate (168 mg, 1.25 mmol) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) DCM adduct (34 mg, 0.04 mmol) were added and the reaction mixture heated to reflux under nitrogen. After 15 h, the reaction was complete and the volatiles were evaporated and the residue purified by silica gel chromatography (gradient elution, 10-75% EtOAc/hexane) to give a clear oil. LRMS (ESI) m/z 578.4 [(M+H)+; calcd for C33H44N3O6: 578.3].

Provenance & Evidence