Solid phase synthesis of 1,3,5-trisubstituted pyridin-2-ones
1
Glaxo Wellcome Research and Development, Five Moore Drive, Research Triangle Park, NC 27709, USA.
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Publication type: Journal Article
Publication date: 1999-03-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The solid phase synthesis of 1,3,5-trisubsituted pyridin-2-ones is reported via selective 1 NH- alkylation of 3-amino-5-carbomethoxy-1 H -pyridin-2-one with a solid-supported halo-acid. Coupling of an acid to solid-supported 3-aminopyridinone was followed by saponification of the methyl ester to give the acid. Activation of the acid via the pentafluorophenyl ester allowed reaction with an amine, and cleavage from the solid support with TFA:H 2 O (95:5) provided 1,3,5-trisubstituted pyridin-2-ones.
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Linn J. A. et al. Solid phase synthesis of 1,3,5-trisubstituted pyridin-2-ones // Tetrahedron Letters. 1999. Vol. 40. No. 12. pp. 2227-2230.
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Linn J. A., Gerritz S. W., Handlon A. L., Hyman C. E., Heyer D. Solid phase synthesis of 1,3,5-trisubstituted pyridin-2-ones // Tetrahedron Letters. 1999. Vol. 40. No. 12. pp. 2227-2230.
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RIS
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TY - JOUR
DO - 10.1016/S0040-4039(98)02628-8
UR - https://doi.org/10.1016/S0040-4039(98)02628-8
TI - Solid phase synthesis of 1,3,5-trisubstituted pyridin-2-ones
T2 - Tetrahedron Letters
AU - Linn, James A.
AU - Gerritz, Samuel W
AU - Handlon, Anthony L.
AU - Hyman, Clifton E
AU - Heyer, Dennis
PY - 1999
DA - 1999/03/01
PB - Elsevier
SP - 2227-2230
IS - 12
VL - 40
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{1999_Linn,
author = {James A. Linn and Samuel W Gerritz and Anthony L. Handlon and Clifton E Hyman and Dennis Heyer},
title = {Solid phase synthesis of 1,3,5-trisubstituted pyridin-2-ones},
journal = {Tetrahedron Letters},
year = {1999},
volume = {40},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016/S0040-4039(98)02628-8},
number = {12},
pages = {2227--2230},
doi = {10.1016/S0040-4039(98)02628-8}
}
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MLA
Copy
Linn, James A., et al. “Solid phase synthesis of 1,3,5-trisubstituted pyridin-2-ones.” Tetrahedron Letters, vol. 40, no. 12, Mar. 1999, pp. 2227-2230. https://doi.org/10.1016/S0040-4039(98)02628-8.