2-Chloro-4-fluorobenzoyl chloride → 2-Chloro-N-(6-(4-Dimethylamino-cyclohex-1-enyl)-pyridin-2-yl)-4-fluoro-benzamide di-hydrochloride salt

Participants

Reaction Steps

Using a method similar to example 1, using 2-chloro-4-fluoro-benzoyl chloride (133 mg, 0.69 mmol) and 6-(4-dimethylamino-cyclohex-1-enyl)-pyridin-2-ylamine, isomer 2 (preparation 11, 100 mg, 0.46 mmol) provides the free amine of the title compound as an oil (110 mg, 64%): MS (ES): m/z=374.2 (M+H)+; 1H NMR (CD3OD): δ 8.36 (t, 1H), 7.73 (m, 3H), 7.47 (d, 1H), 7.32 (t, 1H), 6.86 (m, 1H), 3.62 (m, 1H), 2.97 (s, 6H), 2.74 (m, 4H), 2.47 (m, 1H), 1.99 (m, 1H). Using a salt formation method similar to that in example 1 gives the dihydrochloride salt.

Provenance & Evidence