Ammonium Chloride → HCID 59518945, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5-chloro-2,N-dimethylbenzamide (5.0 g, 27.2 mmol) in THF (28 mL) was cooled to −78° C. and a solution of 2M lithium diisopropylamide in THF (40.8 mL, 82 mmol) diluted with THF (68 mL) added. 4-Fluoro-3-methoxybenzonitrile (4.12 g, 27.2 mmol) in THF (28 mL) was added and the mixture stirred at −78° C. for 2.5 h. Sat. NH4Cl (aq.) was added and the mixture extracted with EtOAc (2×50 mL). A precipitate formed in the aqueous which was collected by filtration to afford 7-chloro-3-(4-fluoro-3-methoxyphenyl)-2H-isoquinolin-1-one (3.74 g, 12.3 mmol, 45%).

Provenance & Evidence