A short and efficient synthetic protocol for the synthesis of 5-substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidines
A short and efficient synthesis for 5-substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidines has been developed by the cyclocondensation of α,α-dibromoaldehydes with 2,4-diamino-6-hydroxypyrimidine under mild basic conditions in good yields. Application of this protocol has been demonstrated in the synthes...
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Veröffentlicht in: | Tetrahedron letters 2011-08, Vol.52 (32), p.4140-4144 |
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creator | Sekhar, N.M. Acharyulu, Palle V.R. Anjaneyulu, Yerramilli |
description | A short and efficient synthesis for 5-substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidines has been developed by the cyclocondensation of α,α-dibromoaldehydes with 2,4-diamino-6-hydroxypyrimidine under mild basic conditions in good yields. Application of this protocol has been demonstrated in the synthesis of a metabolite of Pemetrexed disodium, a novel multi-targeted antifolate. |
doi_str_mv | 10.1016/j.tetlet.2011.05.141 |
format | Article |
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Application of this protocol has been demonstrated in the synthesis of a metabolite of Pemetrexed disodium, a novel multi-targeted antifolate.</description><subject>2,4-Diamino-6-hydroxypyrimidine</subject><subject>5-Substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidine</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>Metabolite</subject><subject>Metabolites</subject><subject>Organic chemistry</subject><subject>Pemetrexed</subject><subject>Preparations and properties</subject><subject>Synthesis (chemistry)</subject><subject>Tetrahedrons</subject><subject>α,α-Dibromoaldehyde</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNqFkUuLFDEUhYMo2I7-AxfZCC4m5c27eiMMw_iAATe6EglVyQ2TpqbSJmmx_71punGp2YTcfOfcmxxCXnMYOHDzbjc0bAu2QQDnA-iBK_6EbPhoJZN65E_JBkABUyC3z8mLWnfQlxlhQ_INrQ-5NDqtgWKMySdcG63HtT1gS57uS27Z54XGXGivXa5qqjRHqlk9zLWldmgYmLo2LKT8O7P9sZS85O_iWrLwo5_SYwppxfqSPIvTUvHVZb8i3z7cfb39xO6_fPx8e3PPvALRGBrj5zGCQC1nM2ux9bKPLLfSmlmMSk8okGsO1gfsjFEBjLRbawGi9aO8Im_Pvn3-nweszT2m6nFZphXzoTpulTJWa2v_jyozSt3NT67qjPqSay0Y3b6_bCpHx8GdonA7d47CnaJwoLuad9mbS4ep-mmJZVp9qn-1QmkjlBSde3_msP_Mr4TF1VMcHkMq6JsLOf270R-bc6Cm</recordid><startdate>20110810</startdate><enddate>20110810</enddate><creator>Sekhar, N.M.</creator><creator>Acharyulu, Palle V.R.</creator><creator>Anjaneyulu, Yerramilli</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20110810</creationdate><title>A short and efficient synthetic protocol for the synthesis of 5-substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidines</title><author>Sekhar, N.M. ; Acharyulu, Palle V.R. ; Anjaneyulu, Yerramilli</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c402t-e66cb8f02e53b6b529c300039376b2845ae2e15107cdee5364d063797700f7c83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>2,4-Diamino-6-hydroxypyrimidine</topic><topic>5-Substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidine</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>Metabolite</topic><topic>Metabolites</topic><topic>Organic chemistry</topic><topic>Pemetrexed</topic><topic>Preparations and properties</topic><topic>Synthesis (chemistry)</topic><topic>Tetrahedrons</topic><topic>α,α-Dibromoaldehyde</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sekhar, N.M.</creatorcontrib><creatorcontrib>Acharyulu, Palle V.R.</creatorcontrib><creatorcontrib>Anjaneyulu, Yerramilli</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sekhar, N.M.</au><au>Acharyulu, Palle V.R.</au><au>Anjaneyulu, Yerramilli</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A short and efficient synthetic protocol for the synthesis of 5-substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidines</atitle><jtitle>Tetrahedron letters</jtitle><date>2011-08-10</date><risdate>2011</risdate><volume>52</volume><issue>32</issue><spage>4140</spage><epage>4144</epage><pages>4140-4144</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><coden>TELEAY</coden><abstract>A short and efficient synthesis for 5-substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidines has been developed by the cyclocondensation of α,α-dibromoaldehydes with 2,4-diamino-6-hydroxypyrimidine under mild basic conditions in good yields. 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subjects | 2,4-Diamino-6-hydroxypyrimidine 5-Substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidine Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Metabolite Metabolites Organic chemistry Pemetrexed Preparations and properties Synthesis (chemistry) Tetrahedrons α,α-Dibromoaldehyde |
title | A short and efficient synthetic protocol for the synthesis of 5-substituted-4,6-dioxo-pyrrolo[2,3-d]pyrimidines |
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