| Identification | More | [Name]
2-Amino-4-methoxypyridine | [CAS]
10201-73-7 | [Synonyms]
2-AMINO-4-METHOXYPYRIDINE
4-METHOXYPYRIDIN-2-AMINE
4-METHOXY-PYRIDIN-2-YLAMINE
4-Methoxy-Pyridine-2-ylamine
2-AMINO-4-METHOXYLPYRIDINE
4-METHOXY-PYRIDIN-2-YLAMINE, 98.5% | [EINECS(EC#)]
202-713-4 | [Molecular Formula]
C6H8N2O | [MDL Number]
MFCD07437849 | [Molecular Weight]
124.14 | [MOL File]
10201-73-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
120-121°C | [Boiling point ]
258.6±20.0 °C(Predicted) | [density ]
1.139±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO, Methanol | [form ]
Solid | [pka]
7.79±0.11(Predicted) | [color ]
Pale yellow | [Water Solubility ]
Soluble in Dimethyl sulfoxide, methanol. Slightly soluble in water. | [Sensitive ]
Air Sensitive | [λmax]
280nm(CHCl3)(lit.) | [InChI]
InChI=1S/C6H8N2O/c1-9-5-2-3-8-6(7)4-5/h2-4H,1H3,(H2,7,8) | [InChIKey]
QPHBCOSULYSASF-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=CC(OC)=C1 | [CAS DataBase Reference]
10201-73-7(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Uses]
2-Amino-4-methoxypyridine is a highly selective inducible nitric oxide synthase inhibitors. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 72, p. 4554, 2007 DOI: 10.1021/jo070189y | [Synthesis]
General procedure for the synthesis of 2-amino-4-methoxypyridine from 2-amino-4-chloropyridine and sodium methanol: 4-chloropyridin-2-amine (10 g, 78.1 mmol) was dissolved in sodium methanol solution (50 mL, 1 M) in a sealed reaction tube. The reaction mixture was heated at 145 °C for 6 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography using 10% dichloromethane solution in methanol as eluent to give 7.7 g (79% yield) of 2-amino-4-methoxypyridine as an off-white solid. Mass spectrometry analysis (ESI): m/z = 125.04 [M + H]+, 281.75 [M/2 + H]+. LCMS retention time: tR = 0.17 min. | [References]
[1] Patent: WO2015/106292, 2015, A1. Location in patent: Paragraph 00592; 00603; 00604
[2] Journal of Organometallic Chemistry, 1996, vol. 523, # 2, p. 145 - 151
[3] Australian Journal of Chemistry, 1982, vol. 35, # 9, p. 1841 - 1849
[4] Australian Journal of Chemistry, 1982, vol. 35, # 10, p. 2025 - 2034
[5] Patent: WO2012/151137, 2012, A1. Location in patent: Page/Page column 50-51 |
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