3,4-Dichlorobenzaldehyde → HCID 44458635, compound

Participants

Reaction Steps

The title compound was prepared from 2-[((1R,2R)-2-aminocyclopentylmethyl)amino]-1H-quinolin-4-one dihydrochloride(0.059 g, 0.18 mmol), 3,4-dichlorobenzaldehyde (0.031 g, 0.18 mmol), sodium acetate (0.045 g, 0.54 mmol) and sodium cyanoborohydride (0.02 g, 0.32 mmol) in a 1% solution of acetic acid in methanol (2 mL) according to the procedure described in Example 61d. δH (CD3OD) 1.61-1.72 (3H, m), 1.79-1.96 (3H, m), 2.27-2.37 (1H, m), 3.18 (1H, q, J=6.44 Hz), 3.30 (1H, d×d, J=6.67 & 13.34 Hz), 3.49 (1H, d×d, J=6.95 & 13.28 Hz), 3.75 (1H, d, J=13.82 Hz), 3.88 (1H, d, J=13.76 Hz), 5.70 (1H, s), 7.18-7.32 (4H, m), 7.42 (1H, d, J=8.26 Hz), 7.51 (1H, t, J=7.84 Hz), 8.10 (1H, d, J=8.02 Hz). MS (ES+) 833 (5%) [2M]H+, 416 (87%) MH+.

Provenance & Evidence