ChemicalBook CAS DataBase List 3-Pyridineethaneamine

3-Pyridineethaneamine synthesis

11synthesis methods

Product Name:3-Pyridineethaneamine
CAS Number:20173-24-4
Molecular formula:C7H10N2
Molecular Weight:122.17

6443-85-2

20173-24-4

The general procedure for the synthesis of 3-(2-aminoethyl)pyridine from 3-pyridylacetonitrile was as follows: 2-(pyridin-3-yl)acetonitrile (1 g, 8.47 mmol, 1.00 eq.), nickel ryenne (1 g, 17.24 mmol, 1.00 eq.) and ammonium hydroxide (3 mL) were dissolved in methanol (15 mL). The mixture was stirred and reacted overnight at room temperature and 1 atm hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad and washed several times with methanol. The filtrate and washings were combined and concentrated in vacuum to give 940 mg (45% yield) of 2-(pyridin-3-yl)ethylamine as a yellow oil.LC-MS analysis: (ES, m/z): 164 [M + CH3CN + H]+, 123 [M + H]+, 106.

6443-85-2
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$21.89/1g

20173-24-4
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$8.00/250mg

Yield:20173-24-4 45%

Reaction Conditions:

with ammonium hydroxide;hydrogen in methanol at 20; under 760.051 Torr;

Steps:

63.1 Step 1: Synthesis of 2-(pyridin-3-yl)ethanamine
A mixture of 2-(pyridin-3-yl)acetonitrile (1 g, 8.47 mmol, 1.00 equiv), Raney nickel (1 g, 17.24 mmol, 1.00 equiv) and ammonium hydroxide (3 mL) in methanol (15 mL) was stirred under 1 atmosphere of hydrogen at room temperature overnight. The catalyst was removed by filtration through a pad of Celite and washed with several portions of methanol. The filtrate and washings were combined and concentrated under vacuum to give 940 mg (45%) of 2-(pyridin-3-yl)ethanamine as a yellow oil. LC-MS: (ES, m/z): 164 [M+CH₃CN+H]⁺, 123 [M+H]⁺, 106.

References:

THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY;AUCKLAND UNISERVICES LIMITED;RUGA CORPORATION;GIACCA, Amato;LAI, Edwin;RAZORENOVA, Olga;CHAN, Denise;HAY, Michael, Patrick;BONNET, Muriel;SUN, Connie;TABIBIAZAR, Ray;YUEN, Po-wai WO2013/155338, 2013, A2 Location in patent:Page/Page column 180

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