反应详情

To a solution of 2-(4-methoxy-phenyl)-4-methyl-thiazole-5-carboxylic acid ethyl ester (550 mg, 2 mmol) in dichloromethane (20 mL) at −80° C. is added BBr3 (5 mL, 1M solution in dichloromethane). The reaction mixture is stirred at ambient temperature overnight. The reaction is quenched by addition of methanol and is concentrated. The residue is partitioned between EtOAc and 1N HCl. The organic layer is concentrated and purified by chromatography (0 to 30% EtOAc in hexanes) to give the title compound as a tan solid, (500 mg, 95%). LC-MS: 264 (M+1); 1H NMR (DMSO-d6) δ 10.22 (s, 1H), 7.82 (d, 2H), 6.86 (d, 2H), 4.27 (q, 2H), 2.64 (s, 3H), 1.29 (t, 3H).

1. customThe reaction is quenched by addition of methanol
2. concentrationis concentrated
3. customThe residue is partitioned between EtOAc and 1N HCl
4. concentrationThe organic layer is concentrated
5. custompurified by chromatography (0 to 30% EtOAc in hexanes)