A Practical Synthesis of 2-((1H-Pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5- fluoronicotinic Acid
Тип публикации: Journal Article
Дата публикации: 2006-04-05
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
16674090
Organic Chemistry
Краткое описание
A practical synthesis of a key pharmaceutical intermediate, 2-[(1H-pyrrolo[2,3-b]pyridine-4-yl)methylamino]-5-fluoronicotinic acid (1), is described. To introduce the aminomethyl moiety of 2 via a palladium-catalyzed cyanation/reduction sequence, a regioselective chlorination of 7-azaindole via the N-oxide was developed. A highly selective monodechlorination of 2,6-dichloro-5-fluoronicotinic acid was discovered to afford the nicotinic acid 3. The two building blocks 2 and 3 were then coupled to complete the preparation of 1.
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ГОСТ
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Wang X. et al. A Practical Synthesis of 2-((1H-Pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5- fluoronicotinic Acid // Journal of Organic Chemistry. 2006. Vol. 71. No. 10. pp. 4021-4023.
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Wang X., Zhi B., Baum J., Chen Y., Crockett R., Huang L., Eisenberg S., Ng J., Larsen R., Martinelli M., Reider P. A Practical Synthesis of 2-((1H-Pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5- fluoronicotinic Acid // Journal of Organic Chemistry. 2006. Vol. 71. No. 10. pp. 4021-4023.
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TY - JOUR
DO - 10.1021/jo0602571
UR - https://doi.org/10.1021/jo0602571
TI - A Practical Synthesis of 2-((1H-Pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5- fluoronicotinic Acid
T2 - Journal of Organic Chemistry
AU - Wang, Xin
AU - Zhi, Ben
AU - Baum, Jean
AU - Chen, Ying
AU - Crockett, Richard
AU - Huang, Liang
AU - Eisenberg, Shawn
AU - Ng, John
AU - Larsen, Robert
AU - Martinelli, Mike
AU - Reider, Paul
PY - 2006
DA - 2006/04/05
PB - American Chemical Society (ACS)
SP - 4021-4023
IS - 10
VL - 71
PMID - 16674090
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (до 50 авторов)
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@article{2006_Wang,
author = {Xin Wang and Ben Zhi and Jean Baum and Ying Chen and Richard Crockett and Liang Huang and Shawn Eisenberg and John Ng and Robert Larsen and Mike Martinelli and Paul Reider},
title = {A Practical Synthesis of 2-((1H-Pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5- fluoronicotinic Acid},
journal = {Journal of Organic Chemistry},
year = {2006},
volume = {71},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/jo0602571},
number = {10},
pages = {4021--4023},
doi = {10.1021/jo0602571}
}
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MLA
Скопировать
Wang, Xin, et al. “A Practical Synthesis of 2-((1H-Pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5- fluoronicotinic Acid.” Journal of Organic Chemistry, vol. 71, no. 10, Apr. 2006, pp. 4021-4023. https://doi.org/10.1021/jo0602571.
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