ChemicalBook CAS DataBase List 3-FLUOROPYRIDINE-2-CARBOXYLIC ACID

3-FLUOROPYRIDINE-2-CARBOXYLIC ACID synthesis

7synthesis methods

Product Name:3-FLUOROPYRIDINE-2-CARBOXYLIC ACID
CAS Number:152126-31-3
Molecular formula:C6H4FNO2
Molecular Weight:141.1

372-47-4 Synthesis

372-47-4
366 suppliers
$5.00/1g

124-38-9
122 suppliers
$214.00/14L

152126-31-3
194 suppliers
$7.00/1g

Yield:152126-31-3 1.2 g

Reaction Conditions:

Stage #1: 3-Fluoropyridinewith 1,4-diaza-bicyclo[2.2.2]octane;n-butyllithium in diethyl ether;hexane at -78 - -60; for 1 h;
Stage #2: carbon dioxide in diethyl ether;hexane at -78 - -10; for 0.333333 h;

Steps:

3.c c) Synthesis of 3-fluoro-pyridine-2-carboxylic acid

To a solution of 1 ,4-diazabicyclo[2.2.2]octane (1.15 g, 10.3 mmol) in diethylether (50 ml) is added n- butyllithium (2.6M in hexane) (3.95 ml, 10.3 mmol) at -78 °C. The reaction mixture is stirred at -20 °C for 1 h followed by the addition of a solution of 3-fluoro-pyridine (1.00 g, 10.29 mmol) in diethylether (30 ml) at -78 °C. The yellow suspension is stirred at -60 °C for 1 h and then cooled to -78 °C followed by the addition of excess dry ice. The resulting solution allowed to warm to to -10 °C over 20 min. The precipitate is filtered and the residue is washed with ether which yields pure 3-fluoro-pyridine-2-carboxylic acid (1.20 g, 8.51 mmol, 83%).

References:

WO2014/82737,2014,A1 Location in patent:Page/Page column 38

372-47-4 Synthesis

372-47-4
366 suppliers
$5.00/1g

141-78-6 Synthesis