Synthesis of istradefylline
10.7644/j.issn.1674-9960.2017.02.008
- VernacularTitle:伊曲茶碱的合成研究
- Author:
Junyang QI
;
Heng ZHANG
;
Shuang CAO
;
Yihong YANG
;
Xuan BIE
;
Ying WANG
- Keywords:
istradefylline;
antiparkinsonism agent;
synthesis
- From:
Military Medical Sciences
2017;41(2):114-117
- CountryChina
- Language:Chinese
-
Abstract:
Objective To optimize the synthesis process of istradefylline 1 for industrial production.Methods Istrade-fylline was synthesized from dimethyl carbonate and ethylamine through a series reactions including condensation,cycliza-tion,nitrosation,and reduction to produce 1,3-diethyl-5,6-diaminouracil(6),which was subjected to amidation with (E)-3,4-dimethoxycinnamic acid (8),followed by cyclization and methylation reaction.Compound 8 was prepared from veratr-aldehyde and propanedioic acid by Knoevenagel condensation.The structures of intermediate and target compounds were confirmed by MS and 1 H-NMR.Results and Conclusion The quality control points of each key process were optimized so that the total yield was 26.2% and the purity of the product was 99.76%.This improved synthesis method has some advan-tages,such as mild reaction conditions,simple operation,and applicability to industrial production.
