| Identification | More | [Name]
2-Methoxy-6-(methylamino)pyridine | [CAS]
88569-83-9 | [Synonyms]
2-METHOXY-6-METHYLAMINOPYRIDINE
2-METHOXY-6-METHYLPYRIDINE
2-METHOXY-6-PICOLINE
6-METHOXY-2-PICOLINE
PYRIDINE, 2-METHOXY-6-METHYAMINO-, HCL
methoxymethylaminopyridine
2-METHOXY-6-METHYLAMINOPYRIDINE 98+%
PYRIDINE, 2-METHOXY-6-METHYAMINO-(INTERMEDIATES OF LIRANAFTATE)
2-Methoxy-6-(methylamino)pyridine
2-PYRIDINAMINE, 6-METHOXY-N-METHYL-
6-methoxy-N-methyl-, monohydrochloride | [EINECS(EC#)]
672-697-5 | [Molecular Formula]
C7H10N2O | [MDL Number]
MFCD04112507 | [Molecular Weight]
138.17 | [MOL File]
88569-83-9.mol |
| Chemical Properties | Back Directory | [Boiling point ]
231.5±25.0 °C(Predicted) | [density ]
1,09 g/cm3 | [refractive index ]
1.5595 | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [form ]
clear liquid | [pka]
5.04±0.10(Predicted) | [color ]
Colorless to Light orange to Yellow | [InChI]
InChI=1S/C7H10N2O/c1-8-6-4-3-5-7(9-6)10-2/h3-5H,1-2H3,(H,8,9) | [InChIKey]
GXHQLRBOZRJHPZ-UHFFFAOYSA-N | [SMILES]
C1(NC)=NC(OC)=CC=C1 | [CAS DataBase Reference]
88569-83-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [HS Code ]
2933399990 |
| Hazard Information | Back Directory | [Uses]
2-Methoxy-6-(methylamino)pyridine is used as an intermediate ingredient in the synthesis of Liranaftate, a topical antifungal agent used primarily for the treatment of skin infections caused by fungi. | [Synthesis]
General procedure for the synthesis of 2-methoxy-6-(methylamino)pyridine from 2-chloro-6-methoxypyridine and monomethylamine: 2-chloro-6-methoxypyridine (12.0 g, 85.6 mmol) was mixed with 40% aqueous methanamine (24 mL) in a sealed tube and reacted for 7 hr at 170 °C. After completion of the reaction, it was cooled to room temperature and the reaction mixture was diluted with 50 mL of water and subsequently extracted with dichloromethane (3 x 50 mL). The organic layers were combined, washed sequentially with 100 mL of water and 100 mL of brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (100-200 mesh, eluent 0 to 5% dichloromethane solution in methanol) to afford 6-methoxy-N-methylpyridin-2-amine (2.7 g, 31% yield) as a light yellow oil.1H NMR (400 MHz, CDCl3) δ 7.37 (t, J = 8.0 Hz, 1H), 6.04 (d, J = 8.0 Hz, 1H), 5.94 (d, J = 7.8 Hz, 1H), 4.39 (br. s, 1H), 3.86 (s, 3H), 2.90 (s, 3H). | [References]
[1] Patent: WO2018/73193, 2018, A1. Location in patent: Page/Page column 49 |
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