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Design, synthesis, and in vitro antimicrobial activity of novel isoxazolo [2,3-a]pyrimido[4,5-d]pyrimidin-4-yl-1H-pyrazolo-[3,4-b]pyridines

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Title Design, synthesis, and in vitro antimicrobial activity of novel isoxazolo [2,3-a]pyrimido[4,5-d]pyrimidin-4-yl-1H-pyrazolo-[3,4-b]pyridines
 
Creator Sanjeev, R
Dongarkadekar, P V
Swami, Mahesh Bapurao
 
Subject Isoxazolo[2,3-a]pyrimido[4,5-d]pyrimidin-4-yl-1H-pyrazolo[3,4-b]pyridines
Dimroth rearrangement
One-pot synthesis
Antimicrobial activity
 
Description 973-984
A new series of hybrid compounds, viz., isoxazolo[2,3-a]pyrimido[4,5-d]pyrimidin-4-yl-1H-pyrazolo[3,4-b]pyridines 5 have
been efficiently synthesized by reaction of 5-amino-2-methyl-7aryl-7H-isoxazolo[2,3-a]pyrimidin-6-carbonitriles 1 with triethyl
orthoformate followed by treatment with excess of hydrazine hydrate, which have undergone Dimroth rearrangement to afford
the key intermediate 4-hydrazinyl-8-methyl-5-aryl-5H-isoxazolo[2,3-a]pyrimidin[4,5-d]pyrimidines 3. The reaction of 3 with
benzoylacetonitrile affords the compounds 4, which upon treatment with aromatic aldehydes and benzoyl acetonitrile in
presence of FeCl3 and basic Al2O3 produce the title compounds 5 by a three-component one-pot reaction. The structures of
newly synthesized compounds 2-5 have been established on the basis of spectral and analytical data, and the title compounds
have been evaluated for their in vitro antimicrobial activity.
 
Date 2024-10-23T10:17:32Z
2024-10-23T10:17:32Z
2024-10
 
Type Article
 
Identifier 2583-1321 (Online); 0019-5103 (Print)
http://nopr.niscpr.res.in/handle/123456789/64740
https://doi.org/10.56042/ijc.v63i10.11580
 
Language en
 
Publisher NIScPR-CSIR, India
 
Source IJC Vol.63(10) [October 2024]