期刊
SYNTHETIC COMMUNICATIONS
卷 51, 期 7, 页码 1085-1099出版社
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2020.1867745
关键词
Cyclocondensation; 1H-pyrazolo[3,4-b]pyridine; Michael addition; piperazine-linked hybrids; pyrido[2 ' 3 ' 3,4]pyrazolo[1,5-a]pyrimidine
Efficient procedures for the synthesis of new piperazine-linked bis(pyrido[2',3':3,4]pyrazolo[1,5-a]pyrimidines) were reported using bis(benzofuran-enaminone) hybrid as a key intermediate. The structures of the new hybrids were confirmed via analyzing their elemental compositions and spectral data.
We reported herein efficient procedures for the synthesis of new piperazine-linked bis(pyrido[2',3':3,4]pyrazolo[1,5-a]pyrimidines) using bis(benzofuran-enaminone) hybrid as a key intermediate. For this purpose, bis(enaminone) were reacted with a new series of 3-amino-4-(thiophen-2-yl)-1H-pyrazolo[3,4-b]pyridines in pyridine under microwave irradiation at 120 degrees C for 90 min to afford the target bis(pyrimidines). In a two-steps synthetic route, bis(enaminone) was used to prepare a novel bis(3-amino-1H-pyrazolo[3,4-b]pyridine). Next, the former hybrid was reacted with two equivalents of the appropriate enaminones as well as arylidinemalononitriles in pyridine under microwave irradiation at 120 degrees C for 2 h to afford the target bis(pyrimidines). Furthermore, a mixture of bis(pyrazolopyridine) reacted with two equivalents of 1,3-diketones and beta-ketoesters in glacial acetic acid was microwave irradiated at 130 degrees C for 90 min to give bis(2,4-disubstituted pyrimidines) and bis(2-substituted pyrimidin-4(1H)-ones), respectively. The structures of the new hybrids were confirmed via considering their elemental analyses as well as their spectral data. [GRAPHICS] .
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