Ammonium Chloride → HCID 23156849, compound

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.

1. additionwas added dropwise to the diluted solution at −78° C
2. additionwas further added to the above mixture
3. extractionthe mixture was then extracted with ethyl acetate
4. washThe extract was washed with a saturated saline solution
5. dry with materialwas then dried over anhydrous sodium sulfate
6. concentrationThe resultant was concentrated under reduced pressure
7. customThe obtained yellow oily product was crystallized from hexane/ethyl acetate (3:1)

ORD record

ord-d5f17dbf9bc44c77a7ba34612d1e4c5f

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08143274B2