反应详情

By the method described in Example 1, [2-dimethylamino-6-methoxybenzothien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-methanone (1.0 g, 2.28 mmol) in THF (20 mL) was treated with a 0.69 M THF solution of 4-trifluoromethylphenylmagnesium bromide (10 mL, 6.9 mmol) (prepared from 4-bromobenzotrifluoride, catalytic iodine, and magnesium turnings in THF) to provide, after radial chromatography (silica gel, 4:1:.05-3:1:.05 hexane:ethyl acetate:MeOH, under an ammonia atmosphere) 991 mg (81%) of the title compound as a yellow oil: 1H NMR d 1.45 (m, 2H), 1.63 (m, 4H), 2.54 (m, 4H), 2.79 (t, J=5.8 Hz, 2H), 3.89 (s, 3H), 4.13 (t, J=5.8 Hz, 2H), 6.78 (d, J=8.8 Hz, 2H), 6.98 (dd, J=8.9, 2.3 Hz, 1H), 7.34 (d, J=2.2 Hz, 1H), 7.48 (d, J=8.4 Hz, 2H), 7.54 (d, J=8.4 Hz, 2H), 7.75 (d, J=8.8 Hz, 2H); 13C NMR d 24.0, 25.7, 55.0, 55.6, 57.6, 66.1, 104.4, 114.4, 115.3, 115.8, 124.5, 125.5 (q, J=3.0 Hz), 129.1, 130.2, 132.3, 133.2, 133.6, 137.3, 139.7, 140.6, 158.2, 163.3, 192.6; MS (FD+) m/e 539 (M+); Anal. calc'd. for C30H28F3NO3S: C, 66.77; H, 5.24; N, 2.60. Found: C, 66.78; H, 5.30; N, 2.43.

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