3,4-Dichlorobenzaldehyde → HCID 18353772, compound

Participants

Reaction Steps

The title compound was prepared according to the method described in Example 23(b) from 2-(2-aminomethylallylamino)-1H-quinolin-4-one dihydrochloride (85 mg, 0.28 mmol), 3,4-dichlorobenzaldehyde (50 mg, 0.29 mmol), sodium acetate (47 mg, 0.58 mmol) and sodium cyanoborohydride (18 mg, 0.29 mmol). The crude product was purified by silica gel chromatography eluting with dichloromethane and increasing concentrations of methanol containing 10% concentrated aqueous ammonia to yield a white solid. δH (CD3OD) 3.21(2H, s), 3.66(2H, s), 3.89(2H, s), 5.07(2H, d, J=8.41 Hz), 5.55(1H, s), 7.1-7.2(3H, m), 7.33(1H, d, J=8.2 Hz), 7.4-7.5(2H, m), 7.97(1H, d, J=8.75); MS (ES+) 388 (100%) MH+.

Provenance & Evidence