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

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Reaction Steps

Using a method similar to example 1, using 2-chloro-6-fluoro-benzoyl chloride (134 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 (82 mg, 48%): MS (ES): m/z=374 (M+H)+; 1H NMR (CD3OD): δ 8.15 (t, 1H), 7.57 (m, 3H), 7.34 (d, 1H), 7.20 (t, 1H), 6.71 (m, 1H), 3.52 (m, 1H), 2.86 (s, 6H), 2.69 (m, 4H), 2.35 (m, 1H), 1.87 (m, 1H). Using a salt formation method similar to that in example 1 gives the dihydrochloride salt.

Provenance & Evidence