| Identification | Back Directory | [Name]
6-PHENYL-PYRIDIN-2-YLAMINE | [CAS]
39774-25-9 | [Synonyms]
AKOS 205-07
6-Phenyl-2-pyridinaMine
6-phenylpyridin-2-amine
6-AMINO-2-PHENYLPYRIDINE
2-AMINO-6-PHENYLPYRIDINE
2-Pyridinamine, 6-phenyl-
6-PHENYL-PYRIDIN-2-YLAMINE
Pyridine, 2-amino-6-phenyl-
6-PHENYL-PYRIDIN-2-YLAMINE ISO 9001：2015 REACH | [Molecular Formula]
C11H10N2 | [MDL Number]
MFCD00234719 | [MOL File]
39774-25-9.mol | [Molecular Weight]
170.21 |
| Chemical Properties | Back Directory | [Melting point ]
71-72℃ | [Boiling point ]
348℃ | [density ]
1.133 | [Fp ]
191℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
5.93±0.10(Predicted) | [Appearance]
Off-white to yellow Solid |
| Hazard Information | Back Directory | [Uses]
A derivative of 2-aminopyridinium as potent antimalarial. | [Synthesis]
GENERAL STEPS: To a sealed tube was added a solution of anhydrous 1,4-dioxane (30 v/v) in 2-amino-6-chloropyridine (1.0 eq.), followed by phenylboronic acid (1.5 eq.) and finely ground potassium phosphate (2.0 eq.). The reaction mixture was degassed by nitrogen bubbling for 5 minutes, then palladium acetate (5 mol%) and di-tert-butylphosphinoferrocene (5 mol%) were added and degassing continued for 5 minutes. The reaction tube was sealed under nitrogen atmosphere and heated at 100 °C with vigorous stirring for 5 hours. Upon completion of the reaction, it was cooled to room temperature and the reaction mixture was vacuum filtered through a diatomaceous earth pad and the precipitate was washed with 1,4-dioxane. The filtrates were combined, concentrated under reduced pressure and purified by fast column chromatography (elution gradient: pure hexane to 1:1 hexane/ethyl acetate containing 2.5 vol% triethylamine) to give 6-phenylpyridin-2-amine. | [References]
[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 8, p. 2742 - 2750
[2] Tetrahedron Letters, 2005, vol. 46, # 20, p. 3573 - 3577
[3] New Journal of Chemistry, 2017, vol. 41, # 24, p. 15420 - 15432 |
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