反应详情

To a solution of 2-bromo-1-(4-fluorophenyl)-2-(4-methylsulfonylphenyl)ethanone (0.437 g, 1.18 mmol) (Example 26, Step 2) in acetonitrile (10 mL) in a 25 mL round bottom flask was added thioacetamide (0.088 g, 1.18 mmol) and the solution heated to reflux (2 hours) until all solid dissolved. The reaction was cooled to room temperature. The acetonitrile was removed in vacuo and the resulting product precipitated from methanol by the addition of water yielding 4-(4-fluorophenyl)-5-(4-methylsulfonylphenyl)-2-methylthiazole (0.226 g, 55%, ca. 85% purity by 1H NMR): mp 229°-233° C. 1HNMR (CDCl3) 300 mHz δ7.98 (d, J=8.11 Hz, 2H ), 7.66-7.61 (m, 2H), 7.52 (d, J=8.48 Hz, 2H), 7.13 (t, J=8.48 Hz, 2H), 3.31 (s, 1H), 3.10 (s, 3H). MS (EI-thermospray): m/z 348 (M+). HRMS Δ=-2.3 mmu.

1. temperaturethe solution heated
2. temperatureto reflux (2 hours) until all solid
3. dissolutiondissolved
4. customThe acetonitrile was removed in vacuo
5. customthe resulting product precipitated from methanol by the addition of water