Synthesis and structure of 3,4-dihydropyrido[2’,3’:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines

A new convenient synthon for heterocyclic chemistry, namely 1H-pyrazolo[3,4-b]pyridin-3-ylguanidine was successfully prepared by selective guanylation of 1H-pyrazolo[3,4-b]pyridin-3-amine. A series of 3,4-dihydropyrido[2′,3′:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines was synthesized from 1H-pyrazolo...

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Main Authors: Dolzhenko, Anton, Bai, S., Dolzhenko, A., Chui, W.
Format: Journal Article
Published: John Wiley & Sons 2012
Subjects:
Online Access:http://hdl.handle.net/20.500.11937/3152
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author Dolzhenko, Anton
Bai, S.
Dolzhenko, A.
Chui, W.
author_facet Dolzhenko, Anton
Bai, S.
Dolzhenko, A.
Chui, W.
author_sort Dolzhenko, Anton
building Curtin Institutional Repository
collection Online Access
description A new convenient synthon for heterocyclic chemistry, namely 1H-pyrazolo[3,4-b]pyridin-3-ylguanidine was successfully prepared by selective guanylation of 1H-pyrazolo[3,4-b]pyridin-3-amine. A series of 3,4-dihydropyrido[2′,3′:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines was synthesized from 1H-pyrazolo[3,4-b]pyridin-3-ylguanidine using aldehydes or ketones as one-carbon inserting reagents. The tautomeric preferences of the products were determined using spectroscopic (e.g., 2D NOESY NMR) and single crystal X-ray diffraction data.
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institution Curtin University Malaysia
institution_category Local University
last_indexed 2025-11-14T05:56:56Z
publishDate 2012
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spelling curtin-20.500.11937-31522017-09-13T15:54:28Z Synthesis and structure of 3,4-dihydropyrido[2’,3’:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines Dolzhenko, Anton Bai, S. Dolzhenko, A. Chui, W. pyridines triazines guanidines tautomerism pyrazoles A new convenient synthon for heterocyclic chemistry, namely 1H-pyrazolo[3,4-b]pyridin-3-ylguanidine was successfully prepared by selective guanylation of 1H-pyrazolo[3,4-b]pyridin-3-amine. A series of 3,4-dihydropyrido[2′,3′:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines was synthesized from 1H-pyrazolo[3,4-b]pyridin-3-ylguanidine using aldehydes or ketones as one-carbon inserting reagents. The tautomeric preferences of the products were determined using spectroscopic (e.g., 2D NOESY NMR) and single crystal X-ray diffraction data. 2012 Journal Article http://hdl.handle.net/20.500.11937/3152 10.1002/jhet.851 John Wiley & Sons restricted
spellingShingle pyridines
triazines
guanidines
tautomerism
pyrazoles
Dolzhenko, Anton
Bai, S.
Dolzhenko, A.
Chui, W.
Synthesis and structure of 3,4-dihydropyrido[2’,3’:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines
title Synthesis and structure of 3,4-dihydropyrido[2’,3’:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines
title_full Synthesis and structure of 3,4-dihydropyrido[2’,3’:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines
title_fullStr Synthesis and structure of 3,4-dihydropyrido[2’,3’:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines
title_full_unstemmed Synthesis and structure of 3,4-dihydropyrido[2’,3’:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines
title_short Synthesis and structure of 3,4-dihydropyrido[2’,3’:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines
title_sort synthesis and structure of 3,4-dihydropyrido[2’,3’:3,4]pyrazolo[1,5-a][1,3,5]triazin-2-amines
topic pyridines
triazines
guanidines
tautomerism
pyrazoles
url http://hdl.handle.net/20.500.11937/3152