Ammonia → HCID 67404437, compound

Participants

Reaction Conditions

Reaction Steps

In a 25-mL Schlenk flask, under argon, 1-chloro-7-methoxy-3-(4-methoxyphenyl)-4-nitroisoquinoline (100 mg, 0.43 mmol) is dissolved in 20 mL of a saturated solution of ammonia in ethanol. After stirring for 4 days at 80° C., the medium is concentrated under vacuum then purified by silica gel column chromatography with dichloromethane-ethanol (95/5) as eluent in order to produce the expected amine compound 71 (79 mg, 56%) in the form of a yellow solid. 1H NMR CDCl3 δ 7.81 (d, 1H), 7.60 (d, 2H), 7.45 (d, 1H), 7.07 (s, 1H), 6.99 (d, 2H), 5.44 (s, 2H), 3.99 (s, 3H), 3.87 (s, 3H); MS 326 [M+H]+.

Provenance & Evidence