反应详情

The compound was prepared as in Example 2B except using 178 mg of serotonin hydrochloride and using N-(3,4-dimethoxyphenyl)-6-oxo-heptanamide (225 mg), running the reaction 21 hours at ca. 25° C. The compound as the free amine had an Rf of 0.5 in 10:90 ethanol:ethyl acetate. The title compound was obtained as a tan solid (247 mg). Anal. Calc. for C25H33N3O4.HCl.0.3 H2O: C, 63.37; H, 7.24; N, 8.73. Found: C, 62.58; H, 7.41. IR(KBr): 3348, 1610, 1514, 1450, 1224, 1020, 792 cm-1. CIMS (CH4):440 (100%), 293 (37%) 1H NMR (d6 -DMSO): 10.67 (1H, d; J=2.2 Hz), 9.84 (1H, s), 8.75 (1H, bs), 8.70 (1H, s) 7.33 (1H, d; J=2.3 Hz), 7.17- 7.09 (3H, m), 6.87-6.84 (2H, m), 6.63 (1H, dd; J=2.2 Hz, 8.5 Hz), 3.70 (6H, s), 3.22 (1H, bm), 3.22 (2H, bm), 2.98 2H, bm), 2.31 (2H, bt; J=7.4 Hz), 1.85-1.70 (1H, bm), 1.63-1.32 (4H, bm), 1.23 (2H, d; J=6.4 Hz) ppm. 13C NMR (d6 -DMSO): 172.41, 150.64, 149.10, 145.62, 132.90, 131.52, 128.10, 124.49, 112.88, 112.62, 112.32, 109.01, 105.25, 102.77, 56.43, 56.13, 54.04, 44.88, 36.66, 32.68, 25.53, 24.96, 22.63, 16.26 ppm. Melting Point: 214°-215° C.

1. customThe compound was prepared as in Example 2B
2. customthe reaction 21 hours at ca. 25° C