Isobutyric Acid → HCID 86685977, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2-(5-bromo-pyridin-3-yl)-6-chloro-3,4-dihydro-2H-isoquinolin-1-one (example 7) (80 mg, 0.25 mmol) and 1,4-dimethyl-1H-pyrazole (23 mg, 0.25 mmol) in NMP (2.0 mL) were added Pd(OAc)2 (2.0 mg, 0.008 mmol), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (DavePhos) (6.3 mg, 0.016 mmol), Bu4NOAc (153 mg, 0.5 mmol) and isobutyric acid (0.085 mL, 0.08 mmol). The resulting reaction mixture was heated to 100° C. for 6 hours before it was poured into H2O (25 mL) and extracted with EtOAc (2×90 mL). The combined organic layers were washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product which was then purified by prep-HPLC to give title compound (8.7 mg, 9.9%) as a yellow solid. MS: 353.1 (M+H+).

Provenance & Evidence