Hydrochloric Acid → HCID 125484987, compound

Participants

Reaction Steps

Concentrated hydrochloric acid (1.5 ml) was added to N2-(4-methoxybenzyl)-N4-(2-methoxyethyl)-5-(trifluoromethyl)pyridine-2,4-diamine (intermediate 85, 280 mg, 0.788 mmol) at room temperature. After stirring for 4.5 h the reaction mixture was neutralised with saturated aqueous NaHCO3 solution, extracted with DCM (4×), dried over Na2SO4 and evaporated. The residue was applied to a 12 g RediSep® silica column as a DCM solution and purified by normal phase chromatography, eluting with a gradient from DCM to 10% MeOH in DCM. Product containing fractions were combined and evaporated to give the title compound as a white solid. 1H NMR (400 MHz, CDCl3) δ 8.02 (s, 1H), 5.68 (s, 1H), 4.95 (s, br, 1H), 4.50 (s, br, 2H), 3.62-3.57 (m, 2H), 3.38 (s, 3H), 3.30-3.25 (m, 2H). (UPLC-MS 6) tR 0.44; ESI-MS 236.1 [M+H]+.

Provenance & Evidence