A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation
A one-pot, three-component, microwave-assisted reaction of 5-aminopyrazole-4-carbonitriles, triethyl orthoformate and cyanamide afforded novel 7-arylamino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazine-8-carbonitriles. The reaction proceeded in a chemo- and regioselective manner resulting in the...
| Main Authors: | , , |
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| Format: | Journal Article |
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Pergamon
2015
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| Online Access: | http://hdl.handle.net/20.500.11937/5411 |
| _version_ | 1848744788844609536 |
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| author | Lim, Felicia Phei Lin Luna, Giuseppe Dolzhenko, Anton |
| author_facet | Lim, Felicia Phei Lin Luna, Giuseppe Dolzhenko, Anton |
| author_sort | Lim, Felicia Phei Lin |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | A one-pot, three-component, microwave-assisted reaction of 5-aminopyrazole-4-carbonitriles, triethyl orthoformate and cyanamide afforded novel 7-arylamino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazine-8-carbonitriles. The reaction proceeded in a chemo- and regioselective manner resulting in the successful amino-1,3,5-triazine annulation onto 5-aminopyrazole-4-carbonitriles to give 4-aminopyrazolo[1,5-a][1,3,5]triazine-8-carbonitriles. The operational simplicity of the method and high purity of the products, which can be isolated via simple filtration, make this approach attractive for the preparation of a library of compounds for drug discovery processes. |
| first_indexed | 2025-11-14T06:07:02Z |
| format | Journal Article |
| id | curtin-20.500.11937-5411 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T06:07:02Z |
| publishDate | 2015 |
| publisher | Pergamon |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-54112019-02-19T04:26:53Z A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation Lim, Felicia Phei Lin Luna, Giuseppe Dolzhenko, Anton Purine isostere Multicomponent reaction Microwave-assisted synthesis Triazine Pyrazole A one-pot, three-component, microwave-assisted reaction of 5-aminopyrazole-4-carbonitriles, triethyl orthoformate and cyanamide afforded novel 7-arylamino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazine-8-carbonitriles. The reaction proceeded in a chemo- and regioselective manner resulting in the successful amino-1,3,5-triazine annulation onto 5-aminopyrazole-4-carbonitriles to give 4-aminopyrazolo[1,5-a][1,3,5]triazine-8-carbonitriles. The operational simplicity of the method and high purity of the products, which can be isolated via simple filtration, make this approach attractive for the preparation of a library of compounds for drug discovery processes. 2015 Journal Article http://hdl.handle.net/20.500.11937/5411 10.1016/j.tetlet.2014.12.010 Pergamon fulltext |
| spellingShingle | Purine isostere Multicomponent reaction Microwave-assisted synthesis Triazine Pyrazole Lim, Felicia Phei Lin Luna, Giuseppe Dolzhenko, Anton A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation |
| title | A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation |
| title_full | A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation |
| title_fullStr | A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation |
| title_full_unstemmed | A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation |
| title_short | A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation |
| title_sort | one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation |
| topic | Purine isostere Multicomponent reaction Microwave-assisted synthesis Triazine Pyrazole |
| url | http://hdl.handle.net/20.500.11937/5411 |