Benzoyl chloride → 2-benzamido-N-benzyl-6-methoxyisonicotinamide

Participants

Reaction Steps

Following the procedure as describe in Example 6, making variations as required to replace 2-fluorobenzoyl chloride with benzoyl chloride to react with 2-amino-N-benzyl-6-methoxyisonicotinamide, 2-benzamido-N-benzyl-6-methoxyisonicotinamide was obtained as a colorless solid in 14% yield: mp 132-133° C.; 1H NMR (300 MHz, CDCl3) 8.43 (s, 1H), 8.15 (s, 1H), 7.84 (d, J=7.5 Hz, 2H), 7.57-7.43 (m, 3H), 7.34-7.23 (m, 5H), 6.98 (s, 1H), 6.87 (s, 1H), 4.57 (d, J=5.1 Hz, 2H), 3.86 (s, 3H); 13C NMR (300 MHz, CDCl3) δ 165.6, 165.3, 163.6, 149.8, 147.0, 137.6, 133.8, 132.4, 128.9, 128.7, 127.9, 127.6, 127.1, 105.2, 102.4, 54.0, 44.1; MS (ES+) m/z 362.5 (M+1).

Provenance & Evidence