Synthesis of new Di-, Tetra-, and hexahydropyrazolo[3,4-e][1,4]diazepine derivatives

被引:0
作者
A. V. Bol’but
S. V. Kemskii
M. V. Vovk
机构
[1] National Academy of Sciences of Ukraine,Institute of Organic Chemistry
来源
Russian Journal of Organic Chemistry | 2012年 / 48卷
关键词
Diazepine; Oxoethyl; Pyrazolopyrimidine; Diazepine Ring; Ethoxycarbonylmethyl;
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摘要
Alkaline hydrolysis of 5-(2,2-diethoxyethyl-, aroylmethyl-, or ethoxycarbonylmethyl)-1H-pyrazolo-[3,4-e]pyrimidin-4(5H)-ones gave 5-amino-N-(2,2-diethoxyethyl-, aroylmethyl-, or carboxymethyl)-1H-pyrazole-4-carboxamides which underwent cyclization to the corresponding 7-hydroxy-5,6,7,8-tetrahydropyrazolo-[3,4-e][1,4]diazepin-4(1H)-ones, 5,6-dihydropyrazolo[3,4-e][1,4]diazepin-4(1H)-ones, and 1,5,6,8-tetrahydropyrazolo[3,4-e][1,4]diazepine-4,7-diones. Reduction of the cyclization products with NaBH4 and LiAlH4 afforded 5,6,7,8-tetrahydropyrazolo[3,4-e][1,4]diazepin-4(1H)-ones and 1,4,5,6,7,8-hexahydropyrazolo[3,4-e]-[1,4]diazepines.
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页码:991 / 1002
页数:11
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共 68 条
[1]  
De Wald H.A.(1977)undefined J. Med. Chem. 20 1562-undefined
[2]  
Lobbestael S.(1984)undefined Fundam. Appl. Toxicol. 4 178-undefined
[3]  
Butler D.E.(1985)undefined J. Med. Chem. 28 683-undefined
[4]  
Fitgerald J.E.(1981)undefined J. Med. Chem. 24 982-undefined
[5]  
Iglesia F.A.(1995)undefined Bull. Soc. Chim. Belg. 104 31-undefined
[6]  
McCuire E.I.(1995)undefined Bull. Soc. Chim. Fr. 132 675-undefined
[7]  
Baraldi P.G.(1945)undefined Gazz. Chim. Ital. 75 109-undefined
[8]  
Mantredini S.(1947)undefined Gazz. Chim. Ital. 77 182-undefined
[9]  
Periotto V.(1998)undefined J. Med. Chem. 41 1855-undefined
[10]  
Guarneri M.(1952)undefined J. Am. Chem. Soc. 74 2380-undefined