4-Amino-2-methoxypyridine Chemical Properties

Melting point:

87-88°C

Boiling point:

271.7±20.0 °C(Predicted)

Density 

1.139±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystal

pka

7.29±0.30(Predicted)

color 

White to Almost white

CAS DataBase Reference

20265-39-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36

Safety Statements 

26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

4-Amino-2-methoxypyridine Usage And Synthesis

Chemical Properties

Off-white solid

Synthesis

General procedure for the synthesis of 4-amino-2-methoxypyridine from 2-chloro-4-aminopyridine: 4-amino-2-chloropyridine (15 g, 117 mmol, 1.0 equiv) was dissolved in 100 mL of tetrahydrofuran (THF). To this solution was added a methanolic solution of sodium methanolate (1.0 M, 234 mL, 234 mmol, 2.0 eq.), and the mixture was subsequently transferred to a sealed tube and the reaction was refluxed for 16 hours at 140 °C. Upon completion of the reaction, the reaction mixture was slowly poured into 500 mL of rapidly stirred saturated aqueous sodium bicarbonate solution. The organic and aqueous layers were separated by adding 500 mL of ethyl acetate for extraction. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent. Finally, purification by silica gel column chromatography (eluent: 30% hexane solution of ethyl acetate) gave the target product 4-amino-2-methoxypyridine (2.1 g, 14% yield) as a yellow solid.

References

[1] Patent: WO2009/154769, 2009, A1. Location in patent: Page/Page column 53

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