2-Chloro-4-fluorobenzoyl chloride → HCID 69351039, compound

Participants

Reaction Steps

Using a method similar to example 1, using 2-chloro-4-fluorobenzoyl chloride (106 mg, 0.55 mmol) and 3-(4-dimethylamino-cyclohex-1-enyl)-phenylamine (enantiomer 2, preparation 3, 99 mg, 0.46 mmol) provides the title compound (free base 162 mg, 94%): MS (ES): m/z=373.2 (M+H)+; 1H NMR (CDCl3): δ 8.04 (s, br, 1H), 7.78 (m, 1H), 7.68 (s, 1H), 7.50 (d, 1H), 7.33 (t, 1H), 7.20 (m, 2H), 7.10 (m, 1H), 6.12 (m, 1H), 2.55 (4H), 2.37 (s, 6H), 2.15 (m, 2H), 1.57 (m, 1H). Hydrochloride salt: Anal. cal'd for C21H22ClFN2O.HCl 0.5H2O: C, 60.29; H, 5.78; N, 6.70. Found: C, 60.11; H, 5.42; N, 6.62.

Provenance & Evidence