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EFFICIENT SYNTHESIS OF SUBSTITUTED 8-(PYRAZOLO[3,4-d]PYRIMIDIN-6-YL)-1,2-DIHYDROQUINOLINES

Светлана Михайловна Медведева, Евгения Андреевна Кошелева, Мария Александровна Бердникова, Хидмет Сафарович Шихалиев
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Abstract


An effective method for the synthesis of 8-(1-aryl-4-methoxy-1Н-pyrazolo[3,4-d]pyrimidin-6-yl)-2,2,4-trimethyl-1,2-dihydroquinolines was developed on the basis of a three-component reaction between substituted 4,4,6-trimethyl-4H-pyrrolo[3,2,1-ij]quinoline-1,2-diones and 5-amino-1-aryl-1H-pyrazole-4-carbonitriles in refluxing methanol in the presence of an excess of sodium methoxide. HPLC-MS analysis showed that the cascade process started by addition of methanol molecule to the nitrile group of aminopyrazolecarbonitrile.

Authors: Svetlana M. Medvedeva, Yevgeniya A. Kosheleva, Mariya A. Berdnikova, Khidmet S. Shikhaliev*


Keywords


5-aminopyrazole-4-carbonitrile; pyrazolo[3,4-d]pyrimidine; 8-(1Н-pyrazolo[3,4-d]pyrimidin-6-yl)-1,2-dihydroquinoline; pyrrolo[3,2,1-ij]quinoline-1,2-dione; 2,2,4-trimethyl-1,2-dihydroquinoline; hybrid molecules

Full Text: PDF (Russian) Supplementary File(s): NMR spectra and mass spectra (2MB)


 

 

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