Pyrazolo[3,4-b]pyridine in heterocyclic synthesis:: synthesis of new pyrazolo[3,4-b]pyridines, imidazo[1′,2′:1,5]pyrazolo[3,4-b]pyridines, and pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidines

被引:13
|
作者
Gad-Elkareem, Mohamed A. M. [1 ]
Abdel-Fattah, Azza M.
Elneairy, Mohamed A. A.
机构
[1] Al Azhar Univ, Fac Sci, Dept Chem, Assiut 71524, Egypt
[2] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
关键词
1H-pyrazolo[3,4-b]pyridines; imidazo[1 ',2 ': 1,5]pyrazolo[3,4-b]pyridines; pyrido[2 ',3 ': 3,4]pyrazolo[1,5-a]pyrimidines;
D O I
10.1139/V07-089
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pyrazolo[3,4-b]pyridine derivatives 7 and 9 were synthesized via the reaction of 3-amino-1H-pyrazolo- [3,4b-]pyridine derivative 2 with omega bromoacetophenones. Reaction of 7 and 9 with Ac2O afforded the imidazo[1',2':1,5]pyrazolo[3,4-b]pyridine derivative 8 and pyrazolo[3,4-b]pyridine derivative 10, respectively. Reaction of 2 with chloroacetonitrile followed by DMF-DMA gave imidazo[1',2':1,5]pyrazolo[3,4-b]pyridines 4 and 5, respectively. Acetylacetone and 1,1-dicyano-2,2-dimethylthioethene were reacted with 2 to afford the pyrido[2',3':3,4]pyrazolo-[1,5-a]-pyrimidines 11 and 14, respectively. Also, 2 reacted with DMF-DMA to yield the formamidine 15, which in turn, reacted with active methylene reagents, yielding the corresponding pyrido[2',3':3,4]pyrazolo[1,5-a]pyrimidines 18 and 23a-23d.
引用
收藏
页码:592 / 599
页数:8
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