反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
PROCEDURE
实验过程
Method E. Reaction of oxalyl chloride (27 λL, 0.31 mmol) and benzoic acid 23 (85 mg, 0.21 mmol) with subsequent coupling to 3-pyridinylmethylamine (23 λL, 0.23 mmol) gave benzamide 24 (49 mg, 46%) as a white powder: mp (EtOAc) 177-180° C.; 1H NMR δ 9.20 (t, J=5.8Hz, 1 H, CONH), 8.57 (d, J=1.8Hz, 1 H, H-2′), 8.46 (dd, J=4.7, 1.5Hz, 1 H, H-6′), 7.98 (br d, J=8.5Hz, 2 H, H-2, H-6), 7.86 (br d, J=8.5Hz, 2 H, H-3, H-5), 7.73 (br dt, J=7.9, 1.9Hz, 1 H, H-4′), 7.70 (br dd, J=8.6, 1.9Hz, 2 H, H-2″, H-6″), 7.63 (br dd, J=8.6, 1.9Hz, 2 H, H-3″, H-5″), 7.36 (ddd, J=7.89, 4.7, 0.6Hz, 1 H, H-5′), 4.60 (s, 2 H, CH2SO2), 4.51 (d, J=5.8Hz, 2 H, CH2N), 2.14 (s, 3 H, CH3), 1.30 us, 9 H, C(CH3)31; 13C NMR δ 165.4, 157.8, 157.0, 149.8, 148.7, 148.0, 135.4, 135.3, 135.0, 134.8, 128.7, 128.1 (2), 127.9 (2), 125.9 (2), 125.3 (2), 123.3, 52.9, 40.4, 34.8, 30.6 (3), 9.5, one resonance not observed; MS m/z 504.5 (MH+, 100%). Anal. calcd for C28H29N3O4SCH3OH: C, 65.03; H, 6.21; N, 7.84. Found: C, 65.03; H, 5.94; N, 7.99%.