2-Fluorobenzoyl chloride → HCID 67153790, compound

Participants

Reaction Steps

Following the procedure as describe in Example 6, making variations as required to replace 2-fluorobenzoyl chloride with 4-(dimethylamino)benzoyl chloride to react with 2-amino-N-benzylisonicotinamide, N-benzyl-2-(4-(dimethylamino)benzamido)-isonicotinamide was obtained as a colorless solid in 7% yield: mp 160-165° C. (hexanes/ethyl acetate); 1H NMR (300 MHz, DMSO-d6) δ 10.49 (s, 1H), 9.28 (t, J=5.9 Hz, 1H), 8.54 (s, 1H), 8.44 (d, J=5.1 Hz, 1H), 7.93 (d, J=9.0 Hz, 2H), 7.46 (dd, J=5.1, 1.4 Hz, 1H), 7.36-7.16 (m, 5H), 6.70 (d, J=9.1 Hz, 2H), 4.43 (d, J=5.9 Hz, 2H), 2.96 (s, 6H); MS (ES+) m/z 375.5 (M+1).

Provenance & Evidence