Ammonium Chloride → HCID 23156849, compound

Participants

Reaction Conditions

Reaction Steps

5.39 ml (9.69 mmol) of a 1.8 M lithium diisopropylamide THF solution was diluted with 10 ml of THF. Thereafter, 5 ml of a THF solution containing 383 mg (1.94 mmol) of the 5-chloro-2,N,N-trimethylbenzamide prepared in Step A of Example 80 was added dropwise to the diluted solution at −78° C. Thereafter, 5 ml of a THF solution containing 438 mg (2.33 mmol) of 2-(4-morpholino)benzonitrile was further added to the above mixture, and the obtained mixture was then stirred at −78° C. for 30 minutes. Thereafter, a saturated ammonium chloride aqueous solution was added to the reaction solution, and the mixture was then extracted with ethyl acetate. The extract was washed with a saturated saline solution, and was then dried over anhydrous sodium sulfate. The resultant was concentrated under reduced pressure. The obtained yellow oily product was crystallized from hexane/ethyl acetate (3:1), so as to obtain 575 mg (87%) of 7-chloro-3-(2-morpholin-4-ylphenyl)-2H-isoquinolin-1-one in the form of a colorless crystal.

Provenance & Evidence