[1]李贞奇,徐崇福,韩　峰,等.氮杂并环药物中间体2 - 氨基- 3H - 吡咯[ 2 , 3d ] 嘧啶- 4 (7H) - 酮的合成[J].常州大学学报(自然科学版),2010,(01):48-51.
　L I Zhen - qi,XU Chong - f u,HAN Feng,et al.Synthesis of Fused Ring Nitrogen Containing Pharmaceutical Intermediate 2 - Amino - 3H- Pyrrolo [ 2 , 3d] Pyrimidin - 4 ( 7H) - One[J].Journal of Changzhou University(Natural Science Edition),2010,(01):48-51.
点击复制

氮杂并环药物中间体2 - 氨基- 3H - 吡咯[ 2 , 3d ] 嘧啶- 4 (7H) - 酮的合成()
分享到：

常州大学学报(自然科学版)[ISSN:2095-0411/CN:32-1822/N]

卷:
期数:
2010年01期
页码:
48-51
栏目:
出版日期:
2010-03-25

文章信息/Info

Title:
Synthesis of Fused Ring Nitrogen Containing Pharmaceutical Intermediate 2 - Amino - 3H- Pyrrolo [ 2 , 3d] Pyrimidin - 4 ( 7H) - One
作者:
李贞奇;  徐崇福;  韩　峰;  周柳怡
江苏工业学院化学化工学院, 江苏 常州 213164
Author(s):
L I Zhen - qi ;  XU Chong - f u ;  HAN Feng ;  ZHOU Liu - yi
School of Chemistry and Chemical Engineering , Jiangsu Polytechnic University , Changzhou 213164 , China
关键词:
2 - 氨基- 3H - 吡咯[ 2 ;  3d ] 嘧啶- 4 (7H) - 酮;  烷基化;  环合反应
Keywords:
2 - amino - 3H - pyrrolo [2 ;  3d] pyrimidin - 4 (7H) - one ;  alkylation ;  ring closure reaction
分类号:
O 621 415
文献标志码:
A
摘要:
2 - 氨基- 3H - 吡咯[ 2 , 3d ] 嘧啶- 4 (7H) - 酮是一种重要的药物中间体。以氰乙酸乙酯为起始原料, 经过烷基化反 应、以及后续的环合反应合成了目标产物3 。实验结果表明, 碳酸钾作为碱对氰乙酸乙酯的去质子效果最好; 合成中间产物2 的最佳反应时间为215 h , 并且保护性气体的应用在这步合成中效果明显; 在生成最终产物的反应中, 最适宜的w (盐酸) 是 12 %。全合成产率为6.4 %。产物的结构经过核磁共振氢谱、元素分析和熔点测试得到表征。
Abstract:
2 - amino - 3H - pyrrolo [2 , 3d ] pyrimidin - 4 (7H) - one is an important p harmaceutical in2 termediate. Starting material cyanoet hyl acetate was alkylated , and followed by subsequent ring clo sures to yield t he targeting product 3. It was concluded f rom t he experiment t hat potassium carbonate as a base worked best in the deprotonation of cyanoethyl acetate ; t he optimal reaction time for the synthesis of inter2 mediate 2 was 215 hour s , and application of protective atmosp here in t his step obviously demonst rated ben2 eficial effect ; the optimal percentage concent ration of hydrochloric acid was 12 % in t he process of genera2 ting t he final product . The overall yield of the whole syntheses was 614 %. St ruct ures of t he product s were characterized by NMR spect roscopy , elementary analysis and melting point measurement .

参考文献/References:

[1] 刘长令1 农用杀菌剂开发的新进展[J] 1 农药科学与管理, 2000 , 21 (3) : 20 - 26.
[2] 胡惟孝, 孙楠, 杨忠愚, 等1 杂环基缩胺硫脲合成及其抗癌活 性研究[J] 1 浙江工业大学学报, 2000 , 28 (2) : 134 - 137.
[3] 徐文蓉, 徐宗余, 张一宾, 等1 含嘧啶环类杀虫剂的研究开发 状况[J] 1 上海化工, 2001 , 14 : 25 - 27.
[4] Gangjee A , Wang Y, Queener S F , et al . Synt hesis of 2 , 6 - Diamino - 5 -
[2 - substituted phenylamino〗et hyl] pyrimi2 din - 4 ( 3H) - one as Inhibitors of Folate Metabolizing En2 zymes
[1a , b] [J] . J Heterocyclic Chem , 2006 , 43 : 1 523 - 1 5311
[5] Lee T C , Salemnick G, Brown G B. Purine N - Oxides LV Ⅲ N - Hydroxypurine Analogs. N - Hydroxypyrrolo
[2 , 3 - d] pyrimidines [J] . J Org Chem , 1974 , 39 ( 20) : 2 963 - 2 9671
[6] Atwal K S , Rovnyak G C , Kimball S D , et al . Dihydropyrim2 idine calcium channel blockers3 - substituted - 4 - aryl - di2 hydro - 6 - met hyl - 5 - pyrimidine carboxylic acid esters as po2 tent mimics of dihydropyridines [J] . Med Chem , 1990 , 33 (9) : 2 629 - 2 635.
[7] 未本美, 张智勇, 戴志群, 等1 4 - 氯吡咯
[2 , 3 - d] 嘧啶的 合成[J] 1 化学试剂, 2007 , 29 (5) , 301 - 302.

备注/Memo

备注/Memo:
基金项目: 江苏工业学院科技基金资助(MF05020019) 作者简介: 李贞奇(1982 - ) , 男, 河南鹤壁人, 硕士研究生。
更新日期/Last Update: 2010-03-25