Synthesis of gefitinib from methyl 3-hydroxy-4-methoxy-benzoate.
This paper reports a novel synthesis of gefitinib starting from methyl 3-hydroxy-4-methoxybenzoate. The process starts with alkylation of the starting material, followed by nitration, reduction, cyclization, chlorination and two successive amination reactions. The intermediates and target molecule were characterized by 1H-NMR, 13C-NMR, MS and the purities of all these compounds were determined by HPLC. This novel synthetic route produced overall yields as high as 37.4%.
Li
Ming Dong
MD
Institute of Pharmaceutical Engineering, School of Chemistry and Chemical Engineering, Jiangsu Laboratory for Biomaterials and Devices, Southeast University, 210096 Nanjing, PR China. seu301@126.com
Zheng
You Guang
YG
Ji
Min
M
D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D000077156:Gefitinib; D062385:Hydroxybenzoates / Q000737:chemistry*; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry
D000970:Antineoplastic Agents; D062385:Hydroxybenzoates; D011799:Quinazolines; D000077156:Gefitinib