4-Methoxybenzylamine → 2-(4-Methoxybenzylamino)-6-(trifluoromethyl)benzonitrile

Participants

Reaction Conditions

Reaction Steps

2-Fluoro-6-(trifluoromethyl)benzonitrile (2.44 g, 12.9 mmol) and 4-methoxybenzylamine (7.09 g, 51.7 mmol) were suspended in 1,4-dioxane (10 mL) and heated in a microwave at 180° C. for 30 min. The 1,4-dioxane was removed under vacuum, and the crude material was purified by chromatography on silica gel eluting with CH2Cl2 to give 3.71 g of 2-(4-methoxybenzylamino)-6-(trifluoromethyl)benzonitrile (94%) as an off white solid. 1H NMR (400 MHz, DMSO-d6) δ 3.71 (s, 3H), 4.42 (d, J=5.6 Hz, 2H), 6.89 (m, 2H), 6.97 (m, 2H), 7.29 (m, 3H), 7.48 (m, 1H).

Provenance & Evidence