2-[(2-乙基-5-氟苯并呋喃-3-基)甲基]-4-甲基-5-噻唑甲酸合成路线的改进

Improved Synthesis of 2-((2-Ethyl-5-fluorobenzofuran-3-yl)methyl)-4-methylthiazole-5-carboxylic acid

在课题组前期2-[(2-乙基-5-氟苯并呋喃-3-基)甲基]-4-甲基-5-噻唑甲酸合成路线的基础上进行改进,以5-氟水杨醛为起始原料,经环合、还原、亲电取代、硫代、环合、水解反应得到目标化合物,化合物结构经^(1)HNMR、^(13)CNMR和HRMS确证。与原合成路线相比,该路线减少了合成步骤,目标化合物总收率由0.3%提高到5.0%。

On the basis of the synthetic route of the target compound 2-((2-ethyl-5-fluorobenzofuran-3-yl)methyl)-4-methylthiazole-5-carboxylic acid at early stage,we further improved the synthetic route and obtained the target compound from 5-fluorsalicylaldehyde by cyclization,reduction,electrophilic substitution,thiosubstitution,cyclization,and hydrolysis.Moreover,we identified the structures of the compounds by^(1)HNMR,^(13)CNMR,and HRMS.Compared with the original synthetic route,the synthesis steps of the optimized route reduces and the total yield of the target compound increases from 0.3%to 5.0%.