Benzoyl chloride, 3,4,5-trimethoxy- → 3,4,5-trimethoxy-N-[4-(4-methoxy-phenyl)-5-phenylethyl-thiazol-2-yl]-benzamide

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Reaction Steps

A procedure similar to that in Example 4 was used. 4-(4-methoxy-phenyl)-5-phenylethyl-thiazol-2-ylamine prepared in Example 57 and 3,4,5-trimethoxy-benzoyl chloride prepared in the step 1 of Example 37 were used as starting materials, allowed to react at room temperature overnight, followed by post-treatment to give a crude product as a foam, which was recrystallized with petroleum ether and ethyl acetate at a ratio of 2:1 (V:V) to obtain a product as a white solid in a yield of 67.2%, mp: 78-79 └. 1H-NMR (CDCl3, 400 MHz) δ: 3.03 (2H, t, J=7.60 Hz, CH2), 3.19 (2H, t, J=7.60 Hz, CH2), 3.80 (6H, s, 2×OCH3), 3.81 (3H, s, OCH3), 3.91 (3H, s, OCH3), 6.78 (2H, d, J=8.40 Hz, ArH), 7.02 (2H, s, ArH), 7.15˜7.32 (7H, m, ArH), 11.54 (1H, br, CONH); EI-MS m/e (%): 504.2 (M+, 24), 413.2 (53), 195.1 (100); HREI-MS Calcd. for C28H28N2O5S: 504.1719. found: 504.1716.

Provenance & Evidence