A practical synthesis of the 5-chloromethyl-furo[2,3-b]pyridine pharmacophore

Woo Baeg Choi; Ioannis N. Houpis; Hywyn R.O. Churchill; Audrey Molina; Joseph E. Lynch; R. P. Volante; Paul J. Reider; Anthony O. King

doi:10.1016/0040-4039(95)00850-C

A practical synthesis of the 5-chloromethyl-furo[2,3-b]pyridine pharmacophore

Woo Baeg Choi
, Ioannis N. Houpis
, Hywyn R.O. Churchill
, Audrey Molina
, Joseph E. Lynch
, R. P. Volante
, Paul J. Reider
, Anthony O. King

Research output: Contribution to journal › Article › peer-review

51 Scopus citations

Abstract

Synthesis of the furopyridine 2 was accomplished in 52% overall yield from 6-hydroxynicotinic acid (3). The synthesis is highighted by a Heck coupling of 5 with ethylene followed by an NCS mediated oxidative cyclization and elimination sequence.

Original language	English (US)
Pages (from-to)	4571-4574
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	26
DOIs	https://doi.org/10.1016/0040-4039(95)00850-C
State	Published - Jun 26 1995
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(95)00850-C

Cite this

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title = "A practical synthesis of the 5-chloromethyl-furo[2,3-b]pyridine pharmacophore",

abstract = "Synthesis of the furopyridine 2 was accomplished in 52\% overall yield from 6-hydroxynicotinic acid (3). The synthesis is highighted by a Heck coupling of 5 with ethylene followed by an NCS mediated oxidative cyclization and elimination sequence.",

author = "Choi, \{Woo Baeg\} and Houpis, \{Ioannis N.\} and Churchill, \{Hywyn R.O.\} and Audrey Molina and Lynch, \{Joseph E.\} and Volante, \{R. P.\} and Reider, \{Paul J.\} and King, \{Anthony O.\}",

year = "1995",

month = jun,

day = "26",

doi = "10.1016/0040-4039(95)00850-C",

language = "English (US)",

volume = "36",

pages = "4571--4574",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "26",

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T1 - A practical synthesis of the 5-chloromethyl-furo[2,3-b]pyridine pharmacophore

AU - Choi, Woo Baeg

AU - Houpis, Ioannis N.

AU - Churchill, Hywyn R.O.

AU - Molina, Audrey

AU - Lynch, Joseph E.

AU - Volante, R. P.

AU - Reider, Paul J.

AU - King, Anthony O.

PY - 1995/6/26

Y1 - 1995/6/26

N2 - Synthesis of the furopyridine 2 was accomplished in 52% overall yield from 6-hydroxynicotinic acid (3). The synthesis is highighted by a Heck coupling of 5 with ethylene followed by an NCS mediated oxidative cyclization and elimination sequence.

AB - Synthesis of the furopyridine 2 was accomplished in 52% overall yield from 6-hydroxynicotinic acid (3). The synthesis is highighted by a Heck coupling of 5 with ethylene followed by an NCS mediated oxidative cyclization and elimination sequence.

UR - https://www.scopus.com/pages/publications/0029035169

UR - https://www.scopus.com/pages/publications/0029035169#tab=citedBy

U2 - 10.1016/0040-4039(95)00850-C

DO - 10.1016/0040-4039(95)00850-C

M3 - Article

AN - SCOPUS:0029035169

SN - 0040-4039

VL - 36

SP - 4571

EP - 4574

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -

A practical synthesis of the 5-chloromethyl-furo[2,3-b]pyridine pharmacophore

Abstract

All Science Journal Classification (ASJC) codes

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