Synthesis of aminomethylated 4-fluoropiperidines and 3-fluoropyrrolidines
Guido Verniest
1
,
Karel Piron
1
,
Eva Van Hende
1
,
Jan Willem Thuring
2
,
Gregor Macdonald
2
,
Frederik Deroose
2
,
Norbert De Kimpe
1
2
Johnson & Johnson, Pharmaceutical Research & Development, a Division of Janssen Pharmaceutica NV, Turnhoutseweg 30, B-2340 Beerse, Belgium
|
Publication type: Journal Article
Publication date: 2010-04-21
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
DOI:
10.1039/c003380d
PubMed ID:
20407687
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A short and efficient synthesis of 4-aminomethyl-4-fluoropiperidines and 3-aminomethyl-3-fluoropyrrolidines is described. These fluorinated azaheterocycles are of specific interest as bifunctional building blocks for fluorinated pharmaceutical compounds. The key step of the synthetic pathway involves the regioselective bromofluorination of N-Boc-4-methylenepiperidine and 3-methylenepyrrolidine using Et(3)N.3HF and NBS.
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Total citations:
19
Citations from 2024:
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MLA
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GOST
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Verniest G. et al. Synthesis of aminomethylated 4-fluoropiperidines and 3-fluoropyrrolidines // Organic and Biomolecular Chemistry. 2010. Vol. 8. No. 11. p. 2509.
GOST all authors (up to 50)
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Verniest G., Piron K., Van Hende E., Thuring J. W., Macdonald G., Deroose F., De Kimpe N. Synthesis of aminomethylated 4-fluoropiperidines and 3-fluoropyrrolidines // Organic and Biomolecular Chemistry. 2010. Vol. 8. No. 11. p. 2509.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/c003380d
UR - https://doi.org/10.1039/c003380d
TI - Synthesis of aminomethylated 4-fluoropiperidines and 3-fluoropyrrolidines
T2 - Organic and Biomolecular Chemistry
AU - Verniest, Guido
AU - Piron, Karel
AU - Van Hende, Eva
AU - Thuring, Jan Willem
AU - Macdonald, Gregor
AU - Deroose, Frederik
AU - De Kimpe, Norbert
PY - 2010
DA - 2010/04/21
PB - Royal Society of Chemistry (RSC)
SP - 2509
IS - 11
VL - 8
PMID - 20407687
SN - 1477-0520
SN - 1477-0539
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2010_Verniest,
author = {Guido Verniest and Karel Piron and Eva Van Hende and Jan Willem Thuring and Gregor Macdonald and Frederik Deroose and Norbert De Kimpe},
title = {Synthesis of aminomethylated 4-fluoropiperidines and 3-fluoropyrrolidines},
journal = {Organic and Biomolecular Chemistry},
year = {2010},
volume = {8},
publisher = {Royal Society of Chemistry (RSC)},
month = {apr},
url = {https://doi.org/10.1039/c003380d},
number = {11},
pages = {2509},
doi = {10.1039/c003380d}
}
Cite this
MLA
Copy
Verniest, Guido, et al. “Synthesis of aminomethylated 4-fluoropiperidines and 3-fluoropyrrolidines.” Organic and Biomolecular Chemistry, vol. 8, no. 11, Apr. 2010, p. 2509. https://doi.org/10.1039/c003380d.