Pyridine → HCID 57558196, compound

Participants

Reaction Steps

The 7-amino-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (30.4 mg, 0.1 mmol) obtained in step C of Example 1-1 was dissolved in a mixed solvent (0.5 ml) of methylene chloride and DMF (1:1). Thereafter, pyridine (16.2 μl, 0.2 mmol) and 4-nitrophenyl chloroformate (24.2 mg, 0.12 mmol) were added thereto under cooling on ice. The obtained mixture was then stirred at a room temperature for 2 hours. Thereafter, 2,2-dimethoxy-N-methylethylamine (15.4 μl, 0.12 mmol) was added to the reaction solution, and the obtained mixture was then stirred at a room temperature overnight. Thereafter, water was added to the reaction solution, followed by extraction with ethyl acetate. The extract was washed with a saturated saline solution, and then dried over anhydrous sodium sulfate, followed by concentration. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=5:1), so as to obtain 1-(2,2-dimethoxyethyl)-1-methyl-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]urea (17.5 mg; yield: 39%) in the form of a colorless amorphous substance.

Provenance & Evidence