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A sequential continuous flow synthesis and purification process of calcium dibutyryladenosine cyclophosphate

Chinese Chemical Letters 2024年第2期35卷 402-406页

作者： Liming Cao Maolin Sun Chaoming Liang Lei Yang Yueyue Ma Ruihua Cheng Yanxiong Ke Wei Yu Jinxing Ye Engineering Research Center of Pharmaceutical Process Chemistry Ministry of EducationSchool of PharmacyEast China University of Science and TechnologyShanghai 200237China School of Biomedical and Pharmaceutical Sciences Guangdong University of TechnologyGuangzhou 510006China Shanghai No.1 Biochemical& Pharmaceutical Co. Ltd.Shanghai 200080China

Calcium dibutyryladenosine cyclophosphate is a widely used cardiovascular *** traditional batch synthesis process suffers from long reaction times,tedious operations,and unstable ***,a sequential continuous flow synthesis combined with a multistage in-line purification process of calcium dibutyryladenosine cyclophosphate was *** acylation reaction was completed in a continuous coil reactor at 160℃ in 20 *** the high toxic solvent pyridine was replaced by ***,the multistage in-line purification process was integrated into the homemade 3D circular cyclone-type micromixer *** with the membrane phase separators,the residence time of the purification step was 30 *** isolated yield of this sequential continuous process was 92%with 99%purity.

关键词： flow chemistry Calcium dibutyryladenosine cyclophosphate continuous flow synthesis In-line purification 3D circular cyclone-type micromixer chip

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Multistep continuous flow synthesis of Erlotinib

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Chinese Chemical Letters 2024年第4期35卷 371-375页

作者： Hui Jin Qin Cai Peiwen Liu Yan Chen Derong Wang Weiping Zhu Yufang Xu Xuhong Qian State Key Laboratory of Bioreactor Engineering Shanghai Key Laboratory of Chemical BiologySchool of PharmacyEast China University of Science and TechnologyShanghai 200237China

Erlotinib is an orally administered, highly effective, specific epidermal growth factor receptor tyrosine kinase inhibitor, used to treat non-small cell lung cancer and pancreatic cancer. The traditional synthetic methods for Erlotinib exhibit long reaction time and safety concern. Herein, we describe a novel five-step route for the synthesis of Erlotinib in flow. These five steps comprise etherification, nitration, reduction,addition and cyclization reactions. All steps were optimized and converted to continuous flow process,which drastically reduces the reaction time and considerably improves the process safety as well as the total yield. Enabled by five continuous flow units, Erlotinib is efficiently afforded with an E-factor of 38,an overall yield of 83%, and a total residence time of 25.1 min. Majority steps in this process have been optimized for quantitative conversion, which offers the possibility of telescoping the entire process.

关键词： Erlotinib continuous flow synthesis Microchannel flow reactor Process optimization continuous nitration continuous hydrogenation

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