4-PYRIDIN-3-YL-BENZOIC ACID Chemical Properties

Melting point:

271-274

Boiling point:

398.8±25.0 °C(Predicted)

Density 

1.241±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

3.65±0.10(Predicted)

color 

White

InChI

InChI=1S/C12H9NO2/c14-12(15)10-5-3-9(4-6-10)11-2-1-7-13-8-11/h1-8H,(H,14,15)

InChIKey

GYUKEVKPDRXPAB-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=C(C2=CC=CN=C2)C=C1

CAS DataBase Reference

4385-75-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Hazard Note 

Harmful

HS Code 

2933399990

4-PYRIDIN-3-YL-BENZOIC ACID Usage And Synthesis

Definition

ChEBI: 4-Pyrid-3-ylbenzoic acid is a phenylpyridine.

Synthesis

Example 157 Synthesis of 4-(pyridin-3-yl)benzoic acid: in a mixed solvent of acetonitrile (40 mL) and water (40 mL), 4-carboxyphenylboronic acid (1.66 g, 10 mmol), 3-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 under reflux conditions for 24 hours. Upon 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. The aqueous phase was adjusted to pH=3 with 1 M hydrochloric acid, the solid was precipitated, filtered and the solid was washed with water. Finally, the resulting solid was dried under vacuum to give 1.7 g of white solid 4-(pyridin-3-yl)benzoic acid in 85% yield.LC-MS (ESI) m/z: 200 (M+1)+.

References

[1] Patent: US2009/197863, 2009, A1. Location in patent: Page/Page column 73-74
[2] Archiv der Pharmazie, 2008, vol. 341, # 8, p. 478 - 484
[3] Synlett, 2000, # 6, p. 829 - 831
[4] Patent: US6399656, 2002, B1
[5] European Journal of Medicinal Chemistry, 2015, vol. 101, p. 780 - 789

4-PYRIDIN-3-YL-BENZOIC ACID(4385-75-5)Related Product Information

• 4-(5-Methyl-2-pyridinyl)benzoic acid
• 4-PYRIDIN-3-YL-BENZOIC ACID
• 4-(6-(Trifluoromethyl)pyridin-2-yl)benzoic acid
• 4-Pyrid-4-ylbenzoic acid
• 1-(4-Trifluoromethylphenyl)piperidin-4-ol
• 3-(6-Bromopyridin-2-yl)benzoic acid
• 4-(4,4-DIMETHYL-PIPERIDIN-1-YL)-BENZOIC ACID
• 3-(5-NITROPYRIDIN-2-YL)BENZOIC ACID
• 3-PYRIDIN-2-YL-BENZOIC ACID, 95+%
• 4-(2-Pyridyl)benzoic acid
• 3-Pyridin-3-yl-benzoic acid ,97%
• 4-(3-QUINOLINYL)BENZOIC ACID
• METHYL 4-(3-PYRIDINYL)BENZOATE
• METHYL 4-(6-METHOXY-3-PYRIDINYL)BENZOATE
• 4-(6-AMINO-PYRIDIN-3-YL)-BENZOIC ACID
• 4-(4-(Methoxycarbonyl)pyridin-3-yl)benzoic acid,4-(6-(Methoxycarbonyl)pyridin-3-yl)benzoic acid,4-(5-(Methoxycarbonyl)pyridin-3-yl)benzoic acid
• 3-(6-(Methoxycarbonyl)pyridin-3-yl)benzoic acid,3-(5-(Methoxycarbonyl)pyridin-3-yl)benzoic acid
• 4-[3-[2-(Dimethylamino-d6)-2-oxoethyl]-6-methylimidazo[1,2-a]pyridin-2-yl]benzoic Acid