ChemicalBook CAS DataBase List 5-(Trifluoromethyl)pyridine-2-carboxylic acid

5-(Trifluoromethyl)pyridine-2-carboxylic acid synthesis

6synthesis methods

Product Name:5-(Trifluoromethyl)pyridine-2-carboxylic acid
CAS Number:80194-69-0
Molecular formula:C7H4F3NO2
Molecular Weight:191.11

67-56-1 Synthesis

67-56-1
726 suppliers
$7.29/5ml-f

201230-82-2 Synthesis

201230-82-2
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inquiry

52334-81-3
422 suppliers
$5.00/1g

5-Trifluoromethyl-pyridine-2-carboxylic acid methyl ester

124236-37-9
116 suppliers
$13.00/250mg

5-(Trifluoromethyl)pyridine-2-carboxylic acid

80194-69-0
182 suppliers
$10.00/1g

Yield:124236-37-9 79% ，80194-69-0 15%

Reaction Conditions:

with bis-triphenylphosphine-palladium(II) chloride;triethylamine;n-butyl-diphenylphosphane at 120; under 2280.15 Torr; for 3 h;Autoclave;

Steps:

2 Reference Example 2
Reference Example 2 (0150) Production Method of 5-(trifluoromethyl)pyridine-2-carboxylic acid ester (0151) A 100-mL autoclave was charged successively with 2-chloro-5-(trifluoromethyl)pyridine (24.55 g, 135.26 mmol), PdCl₂(PPh₃)₂(474 mg, 0.5 mol %), diphenylphosphinobutane (DPPB, 1.45 g, 2.5 mol %), triethylamine (24 mL) and methanol (50 mL). The atmosphere in the reaction system was replaced by carbon monoxide 3 times. After charging with carbon monoxide to a pressure of 3 atmospheres, the mixture in the autoclave was stirred under heating at 120° C. for 3 hours. After cooling to room temperature, water and ethyl acetate were added to the reaction mixture, and extraction was repeated about 3 times, followed by drying and concentration. The concentrate was subjected to column chromatography (from hexane: ethyl acetate=5:1 to ethyl acetate) to give a methyl ester compound (21.8 g, 79%) and a carboxylic acid compound (3.86 g, 15%).

References:

NIHON NOHYAKU CO., LTD.;YONEMURA, Ikki;MATSUO, Soichiro;SUWA, Akiyuki;YAMASHITA, Masao;OKADA, Atsushi US2016/366884, 2016, A1 Location in patent:Paragraph 0150; 0151

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95727-86-9 Synthesis