2-Fluorobenzoyl chloride → HCID 67153855, compound

Participants

Reaction Steps

Following the procedure as describe in Example 6, making variations as required to replace 2-fluorobenzoyl chloride with cyclopentanecarbonyl chloride to react with 2-amino-N-benzylisonicotinamide, N-benzyl-2-(cyclopentanecarboxamido)-isonicotinamide was obtained as a colorless solid in 88% yield: mp 55-57° C. (hexanes/ethyl acetate); 1H NMR (300 MHz, CDCl3) δ 8.91 (s, 1H), 8.49 (s, 1H), 8.27 (d, J=5.1 Hz, 1H), 7.49 (d, J=5.1 Hz, 1H), 7.23-7.18 (m, 6H), 4.54 (d, J=5.7 Hz, 2H), 2.82-2.80 (m, 1H), 1.22-0.82 (m, 8H); 13C NMR (75 MHz, CDCl3) δ 175.7, 165.3, 152.2, 148.2, 144.1, 137.5, 128.7, 128.4, 127.9, 127.6, 118.2, 110.9, 46.4, 44.1, 30.3, 25.9; MS (ES+) m/z 324.6 (M+1).

Provenance & Evidence