A NEW AND PRACTICAL SYNTHESIS OF 7-(3-CHLOROPROPOXY)-6-METHOXY-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBONITRILE

作者：Mao Yongjun^*; Qin Jianfeng; He Haijun; Liu Gang; Gao Bingyi; Wang Han

来源：Heterocycles, 2014, 89(8): 1885-1891.

DOI：10.3987/COM-14-13023

• Bosutinib Intermediate
• New Synthetic Process
• Intramolecular Cyclization

New and improved synthetic route of bosutinib intermediate 7-(3-chloropropoxy)-6-methoxy-4-oxo-1,4-dihydroquinoline-3-carbonitrile (3) is described on a hectogram scale. An intramolecular cyclization of 3-(2-aminophenyl)-3-oxopropanenitrile 11 with DMF-DMA to form the 4-oxo-1,4-dihydroquinoline-3-carbonitrile ring is adopted as the key step. Product 3 is obtained in 29.8% yield over eight steps and 98.6% purity (HPLC), which make it as a process of cost effective, environmentally friendly and feasible for scale-up operation.

• 出版日期2014-8-1
• 单位上海工程技术大学