The synthesis of thienopyridines from ortho-halogenated pyridine derivatives; Part 2

D. H. Bremner*, A. D. Dunn, K. A. Wilson, K. R. Sturrock, G. Wishart

*Corresponding author for this work

    Research output: Contribution to journalArticle

    21 Citations (Scopus)

    Abstract

    Synthetic routes to the ortho-halogenated pyridine derivatives, ethyl 2- and 4-chloro-3-pyridylacetate, ethyl 3-bromo-4-pyridylacetate and ethyl 3-bromo-2-pyridylacetate, which have methylene groups activated by the ester functionality are reported. Reaction of these pyridines with carbon disulfide in the presence of sodium hydride, followed by quenching with iodomethane, results in the formation of the corresponding thienopyridines in moderate yields.

    Original languageEnglish
    Pages (from-to)949-952
    Number of pages4
    JournalSynthesis
    Volume1997
    Issue number8
    DOIs
    Publication statusPublished - 1 Jan 1997

    Fingerprint

    Thienopyridines
    Carbon Disulfide
    Pyridines
    Pyridine
    Quenching
    Esters
    Derivatives
    Carbon disulfide
    Hydrides
    Sodium
    sodium hydride
    pyridine
    methyl iodide

    Cite this

    Bremner, D. H. ; Dunn, A. D. ; Wilson, K. A. ; Sturrock, K. R. ; Wishart, G. / The synthesis of thienopyridines from ortho-halogenated pyridine derivatives; Part 2. In: Synthesis. 1997 ; Vol. 1997, No. 8. pp. 949-952.
    @article{5362d443f7a9407288e27ef8c5d9f2a1,
    title = "The synthesis of thienopyridines from ortho-halogenated pyridine derivatives; Part 2",
    abstract = "Synthetic routes to the ortho-halogenated pyridine derivatives, ethyl 2- and 4-chloro-3-pyridylacetate, ethyl 3-bromo-4-pyridylacetate and ethyl 3-bromo-2-pyridylacetate, which have methylene groups activated by the ester functionality are reported. Reaction of these pyridines with carbon disulfide in the presence of sodium hydride, followed by quenching with iodomethane, results in the formation of the corresponding thienopyridines in moderate yields.",
    author = "Bremner, {D. H.} and Dunn, {A. D.} and Wilson, {K. A.} and Sturrock, {K. R.} and G. Wishart",
    year = "1997",
    month = "1",
    day = "1",
    doi = "10.1055/s-1997-1289",
    language = "English",
    volume = "1997",
    pages = "949--952",
    journal = "Synthesis",
    issn = "0039-7881",
    publisher = "Georg Thieme Verlag",
    number = "8",

    }

    The synthesis of thienopyridines from ortho-halogenated pyridine derivatives; Part 2. / Bremner, D. H.; Dunn, A. D.; Wilson, K. A.; Sturrock, K. R.; Wishart, G.

    In: Synthesis, Vol. 1997, No. 8, 01.01.1997, p. 949-952.

    Research output: Contribution to journalArticle

    TY - JOUR

    T1 - The synthesis of thienopyridines from ortho-halogenated pyridine derivatives; Part 2

    AU - Bremner, D. H.

    AU - Dunn, A. D.

    AU - Wilson, K. A.

    AU - Sturrock, K. R.

    AU - Wishart, G.

    PY - 1997/1/1

    Y1 - 1997/1/1

    N2 - Synthetic routes to the ortho-halogenated pyridine derivatives, ethyl 2- and 4-chloro-3-pyridylacetate, ethyl 3-bromo-4-pyridylacetate and ethyl 3-bromo-2-pyridylacetate, which have methylene groups activated by the ester functionality are reported. Reaction of these pyridines with carbon disulfide in the presence of sodium hydride, followed by quenching with iodomethane, results in the formation of the corresponding thienopyridines in moderate yields.

    AB - Synthetic routes to the ortho-halogenated pyridine derivatives, ethyl 2- and 4-chloro-3-pyridylacetate, ethyl 3-bromo-4-pyridylacetate and ethyl 3-bromo-2-pyridylacetate, which have methylene groups activated by the ester functionality are reported. Reaction of these pyridines with carbon disulfide in the presence of sodium hydride, followed by quenching with iodomethane, results in the formation of the corresponding thienopyridines in moderate yields.

    U2 - 10.1055/s-1997-1289

    DO - 10.1055/s-1997-1289

    M3 - Article

    AN - SCOPUS:0030764191

    VL - 1997

    SP - 949

    EP - 952

    JO - Synthesis

    JF - Synthesis

    SN - 0039-7881

    IS - 8

    ER -