Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate

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Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate Basic information
Product Name:Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate
Synonyms:Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate;4-Piperidinecarboxylic acid, 1-(5-bromo-3-pyridinyl)-, ethyl ester
CAS:847406-13-7
MF:C13H17BrN2O2
MW:313.19
EINECS:
Product Categories:
Mol File:847406-13-7.mol
Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate Structure
Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate Chemical Properties
Boiling point 401.7±45.0 °C(Predicted)
density 1.390±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka4.74±0.22(Predicted)
Safety Information
MSDS Information
Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate Usage And Synthesis
Synthesis
3,5-Dibromopyridine

625-92-3

Ethyl 4-piperidinecarboxylate

1126-09-6

Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate

847406-13-7

General procedure: a mixture of 3,5-dibromopyridine (0.500 g, 2.11 mmol), ethyl 4-piperidinecarboxylate (1.60 g, 10.2 mmol) and cesium carbonate (0.729 g, 2.24 mmol) was placed in a microwave reactor and heated with stirring for 1 hr at 150 °C. After completion of the reaction, the mixture was cooled to room temperature and concentrated. The residue was purified by silica gel column chromatography using hexane/ethyl acetate as eluent to afford ethyl 1-(5-bromopyridin-3-yl)piperidine-4-carboxylate as a yellow oil (0.078 g, 12% yield). The intermediate was further reacted according to the last three steps described in Example 106 to prepare the target compound. The product was structurally confirmed by 1H NMR (500 MHz, CDCl3) and 13C NMR (125 MHz, CDCl3) and analyzed by LCMS showing a purity of >99% with a retention time of 1.19 minutes and a molecular ion peak (M+H+) of 437.3.

References[1] Patent: WO2005/19200, 2005, A2. Location in patent: Page/Page column 102-103
[2] Patent: WO2014/43068, 2014, A1. Location in patent: Page/Page column 213
Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate Preparation Products And Raw materials
Raw materials3,5-Dibromopyridine-->Ethyl 4-piperidinecarboxylate
Tag:Ethyl 1-(5-broMopyridin-3-yl)piperidine-4-carboxylate(847406-13-7) Related Product Information
4-Piperidinemethanol, 1-(5-bromo-3-pyridinyl)- 4-Piperidinecarboxylic acid, 1-(5-bromo-3-pyridinyl)- ethyl 1-(pyridin-3-yl)piperidine-4-carboxylate 4-Piperidinecarboxylic acid, 1-(3-pyridinyl)-, methyl ester tert-butyl 1-(5-bromo-4-chloropyridin-3-yl)piperidine-4-carboxylate(WXC04784) tert-Butyl 1-(pyridin-3-yl)piperidine-4-carboxylate