Synthesis and Crystal Structure of (Z)-1- (3-Fluorobenzyl)-5-((3-fluorobenzylimino)(2-hydroxy-4-methoxyphenyl)methyl)pyridin-2(1H)-one

被引:0
|
作者
吕志良 [1 ]
王甜甜 [1 ]
张一凯 [1 ]
冯继禄 [1 ]
孙海玲 [1 ]
刘嘉 [1 ]
李科 [1 ]
机构
[1] Department of Medicinal Chemistry,School of Pharmacy,Second Military Medical University
关键词
crystal structure; pyridine-2(1H)-one; synthesis; anti-HBV; rearrangement;
D O I
10.14102/j.cnki.0254-5861.2009.12.010
中图分类号
O621.3 [有机合成化学];
学科分类号
070303 ; 081704 ;
摘要
The title compound (Z)-1-(3-fluorobenzyl)-5-((3-fluorobenzylimino)(2-hydroxy-4- methoxyphenyl)methyl)pyridin-2(1H)-one (C27H22F2N2O3,Mr = 460.47) was synthesized and crystallized. The crystal belongs to the triclinic system,space group P1 with a = 9.951(6),b = 10.059(6),c = 12.927(7) ,α = 109.828(7),β = 102.304(7),γ = 104.898(7)°,Z = 2,V = 1110.2(11) 3,Dc =1.377 Mg/m3,μ(MoKα) = 0.102 mm-1,F(000) = 480,the final R = 0.0449 and Rw = 0.1250 for 4595 observed reflections (I > 2σ(I)). X-ray analysis reveals that both m-fluorobenzyl groups are diorientationally disordered because of the rotation of C–C single bond which was represented as F(1),F(2) and F(1’),F(2’). The diorientational disorder was refined and gave the occupancies of 0.665(4) and 0.335(4) for F(1) and F(1’),0.631(3) and 0.369(3) for F(2) and F(2’). Hydrogen bonds existing in the cell link different components to stabilize the crystal structure. The active data proved that the title compound has good anti-HBV activity.
引用
收藏
页码:1640 / 1644
页数:5
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