A Facile Synthesis of Pyrido[2′,3′:3,4] pyrazolo[1,5-a] pyrimidine and Pyrido[2′,3′:3,4] pyrazolo[5,1-c][1,2,4] triazine Bearing a Thiophene Moiety

被引:6
|
作者
Elsaman, Tilal [1 ]
Fares, Mohamed [2 ]
Abdel-Aziz, Hatem A. [1 ,3 ]
Attia, Mohamed I. [1 ,4 ]
Ghabbour, Hazem A. [1 ]
Dawood, Kamal M. [5 ]
机构
[1] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
[2] Egyptian Russian Univ, Dept Pharmaceut Chem, Coll Pharm, Badr City 11829, Cairo, Egypt
[3] Natl Res Ctr, Dept Appl Organ Chem, Giza 12622, Egypt
[4] Natl Res Ctr, Dept Med & Pharmaceut Chem, Pharmaceut & Drug Ind Res Div, Giza 12622, Egypt
[5] Cairo Univ, Dept Chem, Fac Sci, Giza 12613, Egypt
关键词
DERIVATIVES; ANALOGS;
D O I
10.1155/2013/463515
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pyridinone derivative 8 was synthesized and transformed into the respective chloropyridine 9, which was allowed to react with hydrazine hydrate to afford pyrazolo[3,4-b] pyridin-3-amine derivative 11. Compound 11 was used as a key intermediate for a facile synthesis of the title compounds 14, 15, 17, 21a, b, and 24a-c where the reaction of 11 with some 1,3-dielecrophiles resulted in the formation of pyrido[2',3' : 3,4] pyrazolo[1,5-a] pyrimidines 14, 15, and 17, whereas diazotization of compound 11 gave the respective diazonium salt 18 which was coupled with some active methylene-containing compounds to give the corresponding hydrazones 19a, b and 22a-c. Cyclization of the latter hydrazones yielded the pyrido[2',3' : 3,4] pyrazolo[5,1-c][1,2,4] triazines 21a, b and 24a-c, respectively.
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页数:7
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