2-(3-AMINOPHENYL)PYRIDINE Chemical Properties

Melting point:

72-73℃

Boiling point:

145-147 °C(Press: 0.1 Torr)

Density 

1.133±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

4.81±0.12(Predicted)

Appearance

Off-white to light brown Solid

Safety Information

Hazard Codes 

T

Risk Statements 

25-36/37/38

Safety Statements 

26-45

2-(3-AMINOPHENYL)PYRIDINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 3-(2-pyridyl)aniline from 2-bromopyridine and 3-aminophenylboronic acid: cf. Example 31; to a suspension of 2-bromopyridine (0.5 g, 3.2 mmol), 3-aminophenylboronic acid (0.49 g, 3.2 mmol), anhydrous K2CO3 (0.87 g, 6.3 mmol) and Pd(PPh3)4 (0.36 g, 0.32 mmol) in a suspension of 1,2-dimethoxyethane (50 mL) and water (0.66 mL) under argon protection. The reaction mixture was heated at 80 °C under argon atmosphere overnight. After completion of the reaction, it was cooled to room temperature and extracted by adding water and EtOAc. The organic and aqueous phases were separated, and the combined organic phase was dried with Na2SO4 and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using a mixed solvent of gradient polarity hexane-EtOAc as eluent to give 0.22 g of 3-(2-pyridinyl)aniline (Yield: 42%). LC-MS (Method 1): tR = 1.46 min; m/z = 171.2 [M + H]+.

References

[1] Molecular Crystals and Liquid Crystals, 2006, vol. 458, # 1, p. 227 - 235
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 6, p. 1123 - 1134
[3] Patent: WO2007/339, 2007, A1. Location in patent: Page/Page column 52
[4] Tetrahedron, 2006, vol. 62, # 49, p. 11483 - 11498
[5] Patent: US2006/94644, 2006, A1. Location in patent: Page/Page column 23

2-(3-AMINOPHENYL)PYRIDINE(15889-32-4)Related Product Information

• 4-(4-Aminophenyl)pyridine
• 2-(3-AMINOPHENYL)PYRIDINE
• 3-(3-Aminophenyl)pyridine
• (2-aminophenyl)(pyridine-2-yl)methanone
• 3-(3-Pyridyl)aniline Dihydrochloride
• 3-(2-Pyridyl)aniline Dihydrochloride
• 2-(4-AMINOPHENYL)PYRIDINE
• 4-(3-AMINOPHENYL)PYRIDINE
• 3-(4-Aminophenyl)pyridine
• 2-(3-AMINO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID
• 2-(3-NITRO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID
• AHN 683
• 2-(3-NITROPHENYL)PYRIDINE
• 2-(3-AMINO-PHENYL)-6-BROMO-QUINOLINE-4-CARBOXYLIC ACID
• 2-(2-Aminophenyl)pyridine
• DIMETHYL 1,4-DIHYDRO-2,6-DIMETHYL-4-(2'-AMINOPHENYL)-PYRIDINE-3,5-DICARBOXYLATE
• 2-(3-AMINOPHENYL)PYRIDINE DIHYDROCHLORIDE
• 2-CHLORO-5-NITRO-6-(3-NITROPHENYL)-4-(TRIFLUOROMETHYL)NICOTINAMIDE