3-PYRID-2-YLBENZOIC ACID Chemical Properties

Melting point:

207 °C

Boiling point:

409.0±28.0 °C(Predicted)

Density 

1.241±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

3.49±0.10(Predicted)

color 

Off-white

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2933399990

3-PYRID-2-YLBENZOIC ACID Usage And Synthesis

Synthesis

General procedure for the synthesis of 3-(2-pyridyl)benzoic acid from 2-bromopyridine and 3-carboxyphenylboronic acid: to a mixed solution of acetonitrile (40 mL) and water (40 mL) containing 3-carboxyphenylboronic acid (1.66 g, 10 mmol) and 2-bromopyridine (1.72 g, 11 mmol), potassium carbonate (5.5 g, 40 mmol) and bis(triphenylphosphine) palladium(II) chloride (400 mg, 0.37 mmol). The reaction mixture was degassed and displaced three times with nitrogen. Subsequently, the mixture was stirred and reacted at 100 °C for 24 hours. After completion of the reaction, the reaction suspension was filtered while hot and the filtrate was concentrated to half of the original volume. The concentrated aqueous phase was washed with dichloromethane, and then the pH of the aqueous phase was adjusted to 3 with 1 M hydrochloric acid.The precipitated solid was collected by filtration, washed with water, and finally dried under vacuum to give 1.69 g of the white solid product 3-(2-pyridyl)benzoic acid in 85% yield. The product was detected by LC-MS (ESI), m/z: 200 (M + 1)+.

References

[1] Patent: US2009/197863, 2009, A1. Location in patent: Page/Page column 75

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