Methanol → 2-(4-Chloro-3-(trifluoromethyl)phenyl)-N-(2-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1,2-dihydro-1-oxoisoquinolin-5-yl)acetamide

Participants

Reaction Conditions

Reaction Steps

2-(4-Chloro-3-(trifluoromethyl)phenyl)acetic acid (142 mg, 0.000595 mol) was dissolved in thionyl chloride (10 mL) and the mixture was stirred at 60° C. for 3 hours. The volatiles were removed and the residue was dissolved in tetrahydrofuran. 5-Amino-2-((6-(trifluoromethyl)pyridin-3-yl)methyl)isoquinolin-1(2H)-one (100.0 mg, 0.0002975 mol) and N,N-diisopropylethylamine (0.104 mL, 0.000595 mol) were added and the mixture was stirred for 1 hour at room temperature. Methanol was added to quench the reaction and the volatiles were removed. The residue was dissolved in ethylacetate, washed with water, sodium carbonate solution and brine and purified by column to obtain the product as a beige solid (120 mg). MS m/z=540.4(M+H).

Provenance & Evidence