2-Fluorobenzoyl chloride → HCID 67153799, compound

Participants

Reaction Steps

Following the procedure as describe in Example 6, making variations as required to replace 2-fluorobenzoyl chloride with 3-methoxybenzoyl chloride to react with 2-amino-N-benzylisonicotinamide, N-benzyl-2-(3-methoxybenzamido)isonicotinamide was obtained as a colorless solid in 46% yield: mp 95-96° C. (hexanes/ethyl acetate); 1H NMR (300 MHz, CDCl3) δ 8.88 (s, 1H), 8.64 (s, 1H), 8.36 (d, J=5.1 Hz, 1H), 7.56 (dd, J=5.1, 1.4 Hz, 1H), 7.43-7.25 (m, 8H), 7.11-7.07 (m, 1H), 6.80 (t, J=4.7 Hz, 1H), 4.63 (d, J=5.8 Hz, 2H), 3.84 (s, 3H); 13C NMR (75 MHz, CDCl3) δ 165.8, 165.1, 160.0, 151.9, 148.6, 144.2, 137.4, 135.0, 129.9, 128.8, 128.0, 127.8, 118.9, 118.8, 118.6, 112.4, 110.5, 55.5, 44.2; MS (ES+) m/z 362.5 (M+1).

Provenance & Evidence