Potassium Carbonate → Ethyl 6-{(E)-2-[2-(cyclobutylmethoxy)-3-(difluoromethoxy)phenyl]vinyl}imidazo[2,1-b][1,3]thiazole-5-carboxylate

Participants

Reaction Steps

Alkylation of Intermediate 6 (500 mg, 1.315 mmol) with (bromomethyl)cyclobutane (178 mg, 1.578 mmol) in presence of potassium carbonate (199 mg, 1.446 mmol) in anhydrous N,N-dimethylformamide (5 mL) as described in Intermediate 7A gave 520 mg of the product as a white solid; 1H NMR (300 MHz, DMSO-d6) δ 1.40 (t, J=6.9 Hz, 3H), 1.84-1.93 (m, 4H), 2.02-2.10 (m, 2H), 2.70-2.76 (m, 1H), 3.93 (d, J=6.9 Hz, 2H), 4.41 (q, J=6.9 Hz, 2H), 7.19 (t, J=74.7 Hz, 1H), 7.20-7.28 (m, 2H), 7.42-7.51 (m, 1H), 7.54-7.60 (m, 1H), 7.70-7.78 (m, 1H), 7.85 (d, J=15.9 Hz, 1H), 8.13 (d, J=4.2 Hz, 1H); APCI-MS (m/z) 449.18 (M+H)+.

Provenance & Evidence