A Scaleable Synthesis of 3-Hydroxy-1,5-naphthyridine-4-carbaldehyde
Publication type: Journal Article
Publication date: 2009-12-11
scimago Q3
wos Q3
SJR: 0.437
CiteScore: 3.3
Impact factor: 1.4
ISSN: 09365214, 14372096
Organic Chemistry
Abstract
A scaleable synthesis of 3-hydroxy-1,5-naphthyridine-4-carbaldehyde is described. 3-Amino-5-methoxy-4-methyl-pyridine underwent the Skraup reaction to give the corresponding 1,5-naphthyridine which, upon treatment with DMF―DMA in the presence of catalytic amount of LiOH, provided the N,N-dimethyl enamine intermediate. Oxidative cleavage, followed by removal of the methyl ether afforded the titled product.
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Li B. et al. A Scaleable Synthesis of 3-Hydroxy-1,5-naphthyridine-4-carbaldehyde // Synlett. 2009. Vol. 2010. No. 02. pp. 250-252.
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Li B., Widlicka D. W., Buzon R., Dou H., Granskog K., Flanagan M. F., Li B., Liu F., Liu W. T., Magee T., Nguyen T. T., Raggon J., Rainville J., Reilly U., Shen Y., Sun J. A Scaleable Synthesis of 3-Hydroxy-1,5-naphthyridine-4-carbaldehyde // Synlett. 2009. Vol. 2010. No. 02. pp. 250-252.
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TY - JOUR
DO - 10.1055/s-0029-1218577
UR - https://doi.org/10.1055/s-0029-1218577
TI - A Scaleable Synthesis of 3-Hydroxy-1,5-naphthyridine-4-carbaldehyde
T2 - Synlett
AU - Li, Bryan
AU - Widlicka, Daniel W.
AU - Buzon, Richard
AU - Dou, Haijian
AU - Granskog, Karl
AU - Flanagan, Mark F.
AU - Li, Bin
AU - Liu, Fengwei
AU - Liu, Wei Tang
AU - Magee, Thomas
AU - Nguyen, Thuy Trinh
AU - Raggon, Jeffrey
AU - Rainville, Joseph
AU - Reilly, Usa
AU - Shen, Yue
AU - Sun, Jianmin
PY - 2009
DA - 2009/12/11
PB - Georg Thieme Verlag KG
SP - 250-252
IS - 02
VL - 2010
SN - 0936-5214
SN - 1437-2096
ER -
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BibTex (up to 50 authors)
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@article{2009_Li,
author = {Bryan Li and Daniel W. Widlicka and Richard Buzon and Haijian Dou and Karl Granskog and Mark F. Flanagan and Bin Li and Fengwei Liu and Wei Tang Liu and Thomas Magee and Thuy Trinh Nguyen and Jeffrey Raggon and Joseph Rainville and Usa Reilly and Yue Shen and Jianmin Sun},
title = {A Scaleable Synthesis of 3-Hydroxy-1,5-naphthyridine-4-carbaldehyde},
journal = {Synlett},
year = {2009},
volume = {2010},
publisher = {Georg Thieme Verlag KG},
month = {dec},
url = {https://doi.org/10.1055/s-0029-1218577},
number = {02},
pages = {250--252},
doi = {10.1055/s-0029-1218577}
}
Cite this
MLA
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Li, Bryan, et al. “A Scaleable Synthesis of 3-Hydroxy-1,5-naphthyridine-4-carbaldehyde.” Synlett, vol. 2010, no. 02, Dec. 2009, pp. 250-252. https://doi.org/10.1055/s-0029-1218577.