2-METHOXY-3-AMINO-4-PICOLINE Chemical Properties

Boiling point:

265℃

Density 

1.103

Flash point:

114℃

storage temp. 

Keep in dark place,Sealed in dry,Store in freezer, under -20°C

pka

4.99±0.18(Predicted)

Appearance

Light brown to brown Solid

Safety Information

HS Code 

2933399990

2-METHOXY-3-AMINO-4-PICOLINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-methoxy-3-amino-4-methylpyridine from 2-methoxy-3-nitro-4-methylpyridine: 1. a mixture of 4-methyl-2-methoxy-3-nitropyridine (4.5 g, 26.8 mmol), NH4Cl (7.16 g, 133.9 mmol) and iron powder (7.5 g, 133.9 mmol) in ethanol (50 mL) was stirred at 25°C. 2. the mixture was slowly heated to 90 °C and stirred continuously at that temperature for 2 hours. 3. upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth plug and the diatomaceous earth plug was washed with ethanol (50 mL). 4. The filtrates were combined and evaporated to dryness. 5. The residue was diluted with water (50 mL) and extracted with EtOAc (100 mL). 6. The organic layer was dried over Na2SO4 and evaporated to dryness to afford 2-methoxy-3-amino-4-methylpyridine as a solid (3.5 g, 81% yield). Product characterization: 1H NMR (CDCl3, 400MHz) δ 7.50-7.49 (1H, d, J = 5.2Hz), 6.62-6.61 (1H, d, J = 5.2Hz), 3.97 (3H, s), 3.79-3.69 (2H, br s), 2.15 (3H, s).

References

[1] Patent: US2013/5743, 2013, A1. Location in patent: Page/Page column 12
[2] Patent: WO2013/4617, 2013, A1. Location in patent: Page/Page column 29
[3] Chemical and Pharmaceutical Bulletin, 2008, vol. 56, # 6, p. 775 - 780

2-METHOXY-3-AMINO-4-PICOLINE(76005-99-7)Related Product Information

• 2-(3-AMINO-2-METHOXY-6-METHYLPYRIDIN-4-YL)PROPAN-2-OL
• 2-METHOXY-4-(1-METHOXYVINYL)-6-METHYL-3-NITROPYRIDINE
• 2-METHOXY-3-AMINO-4-PICOLINE
• Ethanone, 1-(3-amino-2-methoxy-4-pyridinyl)-2,2,2-trifluoro- (9CI)
• 2-METHOXY-3-NITRO-4-PICOLINE
• 2-METHOXY-6-METHYL-3-NITROPYRIDINE-4-CARBOXALDEHYDE
• 2-METHOXY-3-(BOC-AMINO)-4-TRIFLUORO-ACETYLPYRIDINE
• 2,5-Dimethoxy-4-methyl-3-nitropyridine
• 2-METHOXY-3-NITROPYRIDINE-4-CARBOXALDEHYDE
• 2-METHOXY-4-METHYL-3-NITROPYRIDINE-5-BORONIC ACID PINACOL ESTER
• 5-Bromo-2-methoxy-4-methyl-3-nitropyridine
• 3-Amino-2-methoxy-6-methyl-4-pyridinecarboxylicacidethylester