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首页> 外文期刊>Heterocycles: An International Journal for Reviews and Communications in Heterocyclic Chemistry >TWO-STEP SYNTHESIS OF 5-HYDROXY-5,7-DIHYDRO-6H-PYRROLO2,3-dPYRIMIDIN-6-ONE DERIVATIVES FROM 4-CHLORO-6-METHOXY-2-(METHYLSULFANYL)PYRIMIDINE
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TWO-STEP SYNTHESIS OF 5-HYDROXY-5,7-DIHYDRO-6H-PYRROLO2,3-dPYRIMIDIN-6-ONE DERIVATIVES FROM 4-CHLORO-6-METHOXY-2-(METHYLSULFANYL)PYRIMIDINE

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摘要

We report a facile two-step procedure that allows the synthesis of the title fused heterocyclic derivatives from 4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidine, readily available from 4,6-dichloro-2-(methylsulfanyl)pyrimidine (DCSMP). The first step is the lithiation at the 5-position of the starting material with lithium diisopropylamide (LDA) and the reaction of the resulting lithium compound with a-keto esters to give the corresponding 2-hydroxy-2-(pyrimidin-5-yl)carboxylic acid ester derivatives. In the second step, these are treated with primary aliphatic amines in the presence of triethylamine to afford the desired products.

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