2-Chloro-6-fluorobenzoyl chloride → HCID 69351422, compound

Participants

Reaction Steps

Using a method similar to example 1, using 2-chloro-6-fluorobenzoyl chloride (103 mg, 0.53 mmol) and 3-(4-dimethylamino-cyclohex-1-enyl)-phenylamine (enantiomer 2, preparation 3, 96 mg, 0.44 mmol) provides the title compound (free base 150 mg, 91%): Free base: MS (ES): m/z=373.1 (M+H)+; 1H NMR (CDCl3): δ7.90 (s, 1H), 7.67 (t, 1H), 7.52 (d, 1H), 7.27 (m, 4H), 7.08 (m, 1H), 6.10 (m, 1H), 2.52 (m, 4H), 2.34 (s, 6H), 2.12 (m, 2H), 1.55 (m, 1H). Hydrochloride salt: Anal. cal'd for C21H22ClFN2O.HCl0.25H2O: C, 60.95; H, 5.72; N, 6.77. Found: C, 60.81; H, 5.57; N, 6.81.

Provenance & Evidence