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

doi:10.1055/s-1997-1289

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 journal › Article › peer-review

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 language	English
Pages (from-to)	949-952
Number of pages	4
Journal	Synthesis
Volume	1997
Issue number	8
DOIs	https://doi.org/10.1055/s-1997-1289
Publication status	Published - 1 Jan 1997

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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.",

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AU - Bremner, D. H.

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AU - Wilson, K. A.

AU - Sturrock, K. R.

AU - Wishart, G.

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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

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EP - 952

JO - Synthesis

JF - Synthesis

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