Synthesis,Crystal and Biological Activity of 3-(2,4-Difluorobenzyl)-5-(p-tolyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-2-amine  

作　　者：JI Xiao-Hui ZHAO Juan LU Jiu-Fu GE Hong-Guang 季晓晖;赵娟;卢久富;葛红光(Shaanxi Key Laboratory of Catalysis,College of Chemical&EnvironmentScience,Shaanxi University of Technology,Hanzhong 723001,China)

机构地区：[1]Shaanxi Key Laboratory of Catalysis,College of Chemical&EnvironmentScience,Shaanxi University of Technology,Hanzhong 723001,China

出　　处：《Chinese Journal of Structural Chemistry》2020年第10期1912-1917,1746,共7页结构化学（英文）

基　　金：the Project of Shaanxi Provincial Science and Technology Department(2020JM602,2019JM471);the Team of Syngas Catalytic Conversion of Shaanxi University of Technology;the Youth National Natural Science Foundation of China(No.21373132,21603133);the Key Project of Education Department of Shaanxi Province(18JS023);the Project of Shaanxi University of technology(SLGQD2017-14)。

摘　　要：The title compound 3-(2,4-difluorobenzyl)-5-(p-tolyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-2-amine(6)was synthesized by the condensation of 4,4,4-trifluoro-1-(p-tolyl)butane-1,3-dione(5)with 4-(2,4-difluorobenzyl)-1H-pyrazole-3,5-diamine(4).The latter was prepared from 2,4-difluorobenzaldehyde(1)and malononitrile through Knoevenagel condensation and NaBH3CN reduction and then cyclisation with hydrazine hydrate.The crystal structure of the title compound was determined and its crystal belongs to the triclinic system,space group P with a=5.4939(9),b=10.6480(17),c=16.508(3)Å,α=93.226(2)°,β=97.050(2)°andγ=98.325(2)°.In addition,the compound possesses distinct effective inhibition on the proliferation of MKN45,HT-29 and K562 cell lines with IC50 values of 5.57,7.72 and 0.83μM,respectively,displaying promising anticancer activity.

关 键 词：pyrazolo[1 5-a]pyrimidine SYNTHESIS X-ray diffraction antitumor activity 

分 类 号：TQ463[化学工程—制药化工]