ChemicalBook--->CAS DataBase List--->87109-10-2

87109-10-2

87109-10-2 Structure

87109-10-2 Structure
IdentificationBack Directory
[Name]

3-PHENYL-PYRIDIN-2-YLAMINE
[CAS]

87109-10-2
[Synonyms]

3-PHENYL-2-PYRIDINAMINE
3-Phenyl-2-pyridylaMine
2-PyridinaMine,3-phenyl-
2-AMINO-3-PHENYLPYRIDINE
3-PHENYL-PYRIDIN-2-YLAMINE
[Molecular Formula]

C11H10N2
[MDL Number]

MFCD04114119
[MOL File]

87109-10-2.mol
[Molecular Weight]

170.21
Chemical PropertiesBack Directory
[Boiling point ]

320.3±22.0 °C(Predicted)
[density ]

1.133
[storage temp. ]

2-8°C(protect from light)
[pka]

6.29±0.36(Predicted)
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H312-H335-H315-H332-H319-H302
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P280-P302+P352-P312-P322-P363-P501-P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
[HS Code ]

2933399990
Hazard InformationBack Directory
[Synthesis]

3-Bromo-2-pyridinamine

13534-99-1

Phenylboronic acid

98-80-6

3-PHENYL-PYRIDIN-2-YLAMINE

87109-10-2

General procedure for the synthesis of 2-amino-3-phenylpyridine from 2-amino-3-bromopyridine and phenylboronic acid: to a solution of 2-amino-3-bromopyridine (3 mmol, 0.5 g) in ethylene glycol (5 mL) was added phenylboronic acid (4.5 or 9.0 mmol, 1.5 or 3 eq.), tetrakis(triphenylphosphine)palladium(0) (1 mol%) and potassium phosphate (6 mmol, 6 eq.) in sequence. 2 eq.) in water (2 mL). The reaction mixture was heated at 80 °C for 16 h. After completion of the reaction, it was hydrolyzed with 1 M sodium hydroxide solution (20 mL). The aqueous phase was extracted with ethyl acetate (3 x 30 mL) and the combined organic layers were washed with saturated sodium chloride solution (50 mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using petroleum ether/ethyl acetate (60/40, v/v) as eluent.

[References]

[1] Chemistry - A European Journal, 2013, vol. 19, # 28, p. 9137 - 9141
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 1, p. 114 - 120
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 4, p. 911 - 917
[4] Patent: WO2011/17342, 2011, A2. Location in patent: Page/Page column 116
[5] Patent: WO2015/148344, 2015, A2. Location in patent: Page/Page column 60
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