13603-10-6Relevant articles and documents
An approach to the synthesis of 3-substituted piperidines bearing partially fluorinated alkyl groups
Subota, Andrii I.,Ryabukhin, Sergey V.,Gorlova, Alina O.,Grygorenko, Oleksandr O.,Volochnyuk, Dmitriy M.
, p. 61 - 66 (2019/05/29)
An approach to the synthesis of 3-substituted piperidines bearing partially fluorinated alkyl groups was proposed. The method was based on the DAST-mediated nucleophilic fluorination of easily available 2-bromopyridin-3-yl alcohols and ketones affording 2-bromo-3-(1-fluoroalkyl)pyridines and 2-bromo-3-(1,1-difluoroalkyl)pyridines, respectively, followed by catalytic hydrogenation. The hydrogenation step was studied with common heterogeneous Pd-, Pt-, and Rh-based catalyst. It was found that in the case of fluoroalkyl derivatives, the pyridine core reduction was accompanied by hydrodefluorination, which became a limitation of the strategy. Nevertheless, the method worked well with 1,1-difluoroalkyl derivatives
Novel 3-phenylprop-2-ynylamines as inhibitors of mammalian squalene epoxidase.
Musso, David L,Clarke, Morris J,Kelley, James L,Boswell, G Evan,Chen, Grace
, p. 498 - 506 (2007/10/03)
The synthesis of a novel series of 3-phenylprop-2-ynylamines as selective mammalian squalene epoxidase inhibitors is described. Structure activity relationship studies led to the discovery of compound 19, 1-[3-(3,5-dichlorophenyl)-prop-2-ynyl]-3- methylpiperidine hydrochloride with an IC50 of 2.8 +/- 0.6 microM against rat liver squalene epoxidase. Against 23 strains of fungal squalene epoxidase compound 19 was found to be inactive.
