Synthesis and molecular structure of 4-{[6-((2 SR ,4 SR )-4-acetyl-4-methylpyrrolidin-2-yl)-2-(4-cyanophenoxy)pyrimidin-4-yl]oxy}-3,5-dimethylbenzonitrile and 4-[(6-{(2 SR ,4 SR )-4-acetyl-1-[(4-bromophenyl)sulfonyl]-4-methylpyrrolidin-2-yl}-2-(4-cyanophenoxy)pyrimidin-4-yl)oxy]-3,5-dimethylbenzonitrile

Chemistry of Heterocyclic Compounds(2022)

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摘要
novel diarylpyrimidine derivative, 4-{[6-((2 SR ,4 SR )-4-acetyl-4-methylpyrrolidin-2-yl)-2-(4-cyanophenoxy)pyrimidin-4-yl]oxy}- 3,5-dimethylbenzonitrile containing a pyrrolidine moiety at position 6 of the pyrimidine ring was obtained as a result of the tandem aza- Cope/Mannich reaction between 4-{[2-(4-cyanophenoxy)-6-formylpyrimidin-4-yl]oxy}-3,5-dimethylbenzonitrile and 1-amino- 2,3-dimethylbut-3-en-2-ol in methylene chloride in the presence of 10-camphorsulfonic acid. The structure of the product of its reaction with 4-bromobenzenesulfonyl chloride, 4-[(6-{(2 SR ,4 SR )-4-acetyl-1-[(4-bromophenyl)sulfonyl]-4-methylpyrrolidin-2-yl}-2-(4-cyanophenoxy) pyrimidin-4-yl)oxy]-3,5-dimethylbenzonitrile, was investigated by X-ray structural analysis.
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关键词
diarylpyrimidines, aza-Cope/Mannich tandem reaction, HIV, non-nucleoside reverse transcriptase inhibitors, [3,3]-sigmatropic rearrangements, X-ray structural analysis
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