Polycyclic N-heterocyclic compounds. Part 59: Rearrangement reactions of fused tricyclic 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary amines via a Dimroth-type rearrangement

Kensuke Okuda, Hiromi Ohtomo, Fumiaki Tanaka, Takashi Hirota, Kenji Sasaki

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    2 Citations (Scopus)

    Abstract

    Reaction of some fused tricyclic 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary alkyl amines gave abnormal fused 3-alkyl-4-alkyliminopyrimidines via a Dimroth-type rearrangement, as well as normal substituted 3-(2-alkylaminoethyl) derivatives in methanol. This abnormal rearrangement reaction depended on reaction solvent.

    Original languageEnglish
    Pages (from-to)755-758
    Number of pages4
    JournalChemical and Pharmaceutical Bulletin
    Volume57
    Issue number7
    DOIs
    Publication statusPublished - Jul 2009

    Keywords

    • 3-alkyl-4-alkyliminopyrimidine
    • Dimroth rearrangement
    • Heterocycle
    • Pyrimidin-4(3H)-one
    • Tandem reaction

    ASJC Scopus subject areas

    • Chemistry(all)
    • Drug Discovery

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