反应详情

Reaction of oxalyl chloride (74 λL, 0.8 mmol) and benzoic acid 4 (209 mg, 0.6 mmol) with subsequent coupling to 2-pyrazinylmethylamine (90 mg, 0.6 mmol) gave benzamide 13 (192 mg, 74%) as a white powder: mp (EtOAc) 204-206° C.; 1H NMR δ 9.30 (t, J=5.8 Hz, 1H, CONH), 8.66 (d, J=1.5 Hz, 1H, H-3′), 8.59 (dd, J=2.6, 1.5 Hz, 1H, H-5′), 8.54 (d, J=2.6 Hz, 1H, H-6′), 8.02 (d, J=8.6 Hz, 2H, H-2, H-6), 7.90 (d, J=8.6 Hz, 2H, H-3, H-5), 7.67 (d, J=8.3 Hz, 2H, H-2″, H-6″), 7.42 (d, J=8.3 Hz, 2H, H-3″, H-5″), 4.62-4.66 (m, 4H, CH2SO2, CH2N), 2.41 (s, 3H, CH3), 2.14 (s, 3H, CH3); 13C NMR δ 165.7, 158.0, 154.1, 149.9, 144.5, 143.9, 143.5, 143.2, 135.6, 135.3, 129.7 (2), 128.9, 128.3 (2), 128.1 (2), 126.0, 125.4 (2), 53.0, 42.9, 21.0, 9.7; MS m/z 433.6 (MH+, 100%). Anal. calcd for C24H22N4O4S: C, 62.32; H, 4.79; N, 12.11. Found: C, 62.36; H, 4.67; N, 12.09%.