(2-(2-Bromoethoxy)ethoxy)(tert-butyl)diphenylsilane → 3-Benzyl 1-methyl 4-(1-(2-(2-(tert-butyldiphenylsilyloxy)ethoxy)ethyl)-4-(dibutylcarbamoyl)-1H-imidazol-2-yl)isophthalate

Participants

Reaction Steps

Following a procedure analogous to that for the synthesis of Intermediate 274A, 3-benzyl 1-methyl 4-(4-(dibutylcarbamoyl)-1H-imidazol-2-yl)isophthalate (200 mg, 0.40 mmol) and (2-(2-bromoethoxy)ethoxy)(tert-butyl)diphenylsilane (165 mg, 0.40 mmol) were converted to the title compound (280 mg, 84%). 1H NMR (CDCl3) δ 8.66 (d, J=2.0 Hz, 1H), 8.16 (dd, J=8.0, 2.0 Hz, 1H), 7.62-7.57 (m, 4H), 7.57 (s, 1H), 7.52 (d, J=8.0 Hz, 1H), 7.42-7.32 (m, 9H), 7.24-7.22 (m, 2H), 5.12 (s, 2H), 3.96 (s, 3H), 3.94-3.85 (m, 2H), 3.69-3.63 (m, 4H), 3.46-3.43 (m, 4H), 3.67 (t, J=5.2 Hz, 2H), 1.65-1.55 (m, 4H), 1.40-1.15 (m, 4H), 1.01 (s, 9H), 1.00-0.85 (m, 6H); MS(ESI+) m/z 819.4 (M+H)+.

Provenance & Evidence