Development of a Robust Process for the Preparation of High-Quality Dicyclopropylamine Hydrochloride
Тип публикации: Journal Article
Дата публикации: 2014-03-21
scimago Q1
wos Q1
БС1
SJR: 0.865
CiteScore: 5.4
Impact factor: 3.5
ISSN: 10836160, 1520586X
Organic Chemistry
Physical and Theoretical Chemistry
Краткое описание
A short and efficient process for the preparation of high-quality dicyclopropylamine HCl salt is described. An oxygen-mediated Chan–Lam coupling of N-cyclopropyl 4-nitrobenzenesulfonamide with cyclopropylboronic acid was followed by an optimized p-nosyl deprotection with 1-decanethiol, providing the title compound in high chemical yield. This process addresses many of the challenges and liabilities inherent in previous synthetic approaches to this challenging molecule. The collection of key safety data enabled implementation of an oxygen-mediated process on-scale and ensured safe operation throughout development, optimization, and processing.
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ГОСТ
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Mudryk B. et al. Development of a Robust Process for the Preparation of High-Quality Dicyclopropylamine Hydrochloride // Organic Process Research and Development. 2014. Vol. 18. No. 4. pp. 520-527.
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Mudryk B., Zheng B., Chen K., Eastgate M. D. Development of a Robust Process for the Preparation of High-Quality Dicyclopropylamine Hydrochloride // Organic Process Research and Development. 2014. Vol. 18. No. 4. pp. 520-527.
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TY - JOUR
DO - 10.1021/op500031z
UR - https://doi.org/10.1021/op500031z
TI - Development of a Robust Process for the Preparation of High-Quality Dicyclopropylamine Hydrochloride
T2 - Organic Process Research and Development
AU - Mudryk, Boguslaw
AU - Zheng, Bin
AU - Chen, Ke
AU - Eastgate, Martin D
PY - 2014
DA - 2014/03/21
PB - American Chemical Society (ACS)
SP - 520-527
IS - 4
VL - 18
SN - 1083-6160
SN - 1520-586X
ER -
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BibTex (до 50 авторов)
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@article{2014_Mudryk,
author = {Boguslaw Mudryk and Bin Zheng and Ke Chen and Martin D Eastgate},
title = {Development of a Robust Process for the Preparation of High-Quality Dicyclopropylamine Hydrochloride},
journal = {Organic Process Research and Development},
year = {2014},
volume = {18},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/op500031z},
number = {4},
pages = {520--527},
doi = {10.1021/op500031z}
}
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MLA
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Mudryk, Boguslaw, et al. “Development of a Robust Process for the Preparation of High-Quality Dicyclopropylamine Hydrochloride.” Organic Process Research and Development, vol. 18, no. 4, Mar. 2014, pp. 520-527. https://doi.org/10.1021/op500031z.