Ammonium Chloride → HCID 23156880, compound

Temperature

-78 °C

45.3 ml of a 1.8 M lithium diisopropylamide THF solution (81.6 mmol) was diluted with 68 ml of THF. Thereafter, 28 ml of a THF solution containing 5.0 g (27.2 mmol) of the 5-chloro-2,N-dimethylbenzamide prepared in Step A was added dropwise to the diluted solution at −78° C. Thereafter, 28 ml of a THF solution containing 4.65 g (27.2 mmol) of 2-trifluoromethylbenzonitrile was further added thereto, and the obtained mixture was then stirred at −78° C. for 2.5 hours. The temperature of the reaction solution was increased to a room temperature, and a saturated ammonium chloride aqueous solution was added thereto, followed by extraction with ethyl acetate. The extract was washed with a saturated saline solution, and was then dried over anhydrous sodium sulfate. Thereafter, a solid generated as a result of vacuum concentration was filtrated, so as to obtain 6.87 g (78%) of 7-chloro-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one in the form of a colorless solid.

1. additionwas added dropwise to the diluted solution at −78° C
2. additionwas further added
3. temperatureThe temperature of the reaction solution was increased to a room temperature
4. extractionfollowed by extraction with ethyl acetate
5. washThe extract was washed with a saturated saline solution
6. dry with materialwas then dried over anhydrous sodium sulfate
7. customa result of vacuum concentration
8. filtrationwas filtrated

ORD record

ord-37bd8688e1454508844b3dc348c36bec

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08143274B2