4-Methoxybenzylamine → N-(4-methoxybenzyl)(2-(2-fluoro-6-methoxyphenyl)-8-methylquinolin-3-yl)methanamine

Participants

Reaction Steps

Prepared according to Procedure F using 2-(2-fluoro-6-methoxyphenyl)-8-methylquinoline-3-carbaldehyde (1.086 g, 3.68 mmol), DCE (18 mL), PMBNH2 (0.95 mL, 7.36 mmol, 2.0 eq), and NaBH(OAc)3 (2.3387 g, 11.03 mmol, 3 eq) After purification, N-(4-methoxybenzyl)(2-(2-fluoro-6-methoxyphenyl)-8-methylquinolin-3-yl)methanamine was obtained as yellow syrup. 1H NMR (DMSO-d6) δ ppm 8.42 (1 H, s), 7.84 (1 H, d, J=7.4 Hz), 7.55-7.62 (1 H, m), 7.43-7.54 (2 H, m), 7.13 (2 H, d, J=8.6 Hz), 6.90-7.01 (2 H, m), 6.77-6.85 (2 H, m), 3.71 (3 H, s), 3.65 (3 H, s), 3.47-3.62 (4 H, m), 2.64 (3 H, s), 2.43 (1 H, s). Mass Spectrum (ESI) m/e=417.3 (M+1).

Provenance & Evidence