2-Chlorobenzoyl chloride → HCID 69351343, compound

Participants

Reaction Steps

Using a method similar to example 24, using 2-chloro-benzoyl chloride (140 mg, 0.80 mmol) and 6-(4-dimethylamino-cyclohex-1-enyl)-pyridin-2-ylamine, isomer 2 (preparation 11, 145 mg, 0.67 mmol) provides the free amine of the title compound as a slightly yellow oil (218 mg, 91%): MS (ES): m/z=356.1 (M+H)+; 1H NMR (CDCl3): δ 8.69 (s, br, 1H), 8.22 (d, 1H), 7.67 (m, 2H), 7.45 (m, 3H), 7.15 (d, 1H), 6.64 (m, 1H), 2.69 (m, 1H), 2.45 (m, 3H), 2.36 (s, 6H), 2.13 (m, 2H), 1.56 (m, 1H). Using a salt formation method similar to that in example 1 gives the hydrochloride salt: Mono-hydrochloride salt: Anal. cal'd for C20H22ClN3O.HCl.1.2H2O: C, 57.91; H, 6.20; N, 10.13. Found: C, 58.18; H, 5.98; N, 9.74.

Provenance & Evidence