ChemicalBook CAS DataBase List 2-(3-chloro-5-(trifluoroMethyl)pyridin-2-yl)ethanaMine

2-(3-chloro-5-(trifluoroMethyl)pyridin-2-yl)ethanaMine synthesis

3synthesis methods

Product Name:2-(3-chloro-5-(trifluoroMethyl)pyridin-2-yl)ethanaMine
CAS Number:658066-44-5
Molecular formula:C8H8ClF3N2
Molecular Weight:224.61

2-[3-Chloro-5-(trifluoroMethyl)-2-pyridinyl]-acetonitrile

157764-10-8
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2-(3-chloro-5-(trifluoroMethyl)pyridin-2-yl)ethanaMine

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Yield: 76.59%

Reaction Conditions:

with hydrogen in tert-butyl methyl ether at 25; under 15001.5 Torr; for 4 h;Autoclave;

Steps:

1 Example 1: Hydrogenation with Raney cobalt catalyst
The water-comprising Raney cobalt catalyst (Actimet Cobalt (BASF)) is washed three times with water and another three times with tert- butyl methyl ether (MTBE). An autoclave is charged with 30 % (w/w) of the washed Raney cobalt catalyst and 66 g of [3-chloro-5- (trifluoromethyl)pyridin-2-yl]acetonitrile solved in 340 g of MTBE. Another 50 g of MTBE is added. The contents are then stirred at an elevated hydrogen pressure of 20 bar at 25 °C until the hydrogen uptake ceased after about three hours. Stirring is then continued for another hour. The reaction mixture is removed by filtration from the autoclave. The removed reaction mixture is analyzed by HPLC to quantify the content of amine. The product 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethanamine was obtained at 76.59 % yield in a first example, and at 74.74 % in a second example.

References:

BAYER CROPSCIENCE AKTIENGESELLSCHAFT;MORADI, Wahed Ahmed;HIMMLER, Thomas;MÜLLER, Thomas Norbert WO2018/114810, 2018, A1 Location in patent:Page/Page column 14

2,3-Dichloro-5-(trifluoromethyl)pyridine

69045-84-7
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References

172527-71-8 Synthesis

Diethyl 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]malonate

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References