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2-Methoxy-6-methylaminopyridine

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2-Methoxy-6-methylaminopyridine Basic information

Product Name:
2-Methoxy-6-methylaminopyridine
Synonyms:
  • 2-METHOXY-6-METHYLPYRIDINE
  • 2-METHOXY-6-PICOLINE
  • 6-METHOXY-2-PICOLINE
  • 2-Methoxy-6-methylpyridine 98%
  • 2-Methoxy-6-methylaminopyridine
  • 6-Methoxypicoline
  • 2-Methoxy-6-methylam
  • 2-Methoxy-6-methylpyridine,98%
CAS:
63071-03-4
MF:
C7H9NO
MW:
123.15
EINECS:
676-191-5
Product Categories:
  • Pyridines
  • Boronic Acid
  • Pyridine
Mol File:
63071-03-4.mol
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2-Methoxy-6-methylaminopyridine Chemical Properties

Boiling point:
156/759mm
Density 
1.01
refractive index 
1.4995
Flash point:
156°C
storage temp. 
Inert atmosphere,Room Temperature
form 
clear liquid
pka
4.12±0.10(Predicted)
color 
Colorless to Light yellow
Water Solubility 
Slightly soluble in water.
CAS DataBase Reference
63071-03-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
20/21/22-36/38-10
Safety Statements 
26-36/37/39-36/37-23-9
RIDADR 
1993
Hazard Note 
Irritant
HazardClass 
3
PackingGroup 
III
HS Code 
29333990
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2-Methoxy-6-methylaminopyridine Usage And Synthesis

Uses

2-Methoxy-6-methylpyridine is used as a pharmaceutical intermediate.

Synthesis

3279-76-3

74-88-4

63071-03-4

1) A mixture of 2-hydroxy-6-methylpyridine (164 g, 1.47 mol), iodomethane (1.35 kg, 9.53 mol) and Ag2CO3 (526 g, 1.91 mol) in THF (10 mL) was stirred at ambient temperature for 1 hr under light-avoiding conditions.2) Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the mixture was washed with THF The filter cake was washed with THF. 3) The filtrates were combined and concentrated in vacuum until complete removal of methyl iodide was confirmed by HPLC analysis to give 145.6 g of 2-methoxy-6-methylpyridine in 80% yield.

References

[1] Tetrahedron Letters, 1997, vol. 38, # 35, p. 6153 - 6156
[2] Synthetic Communications, 1994, vol. 24, # 10, p. 1367 - 1379
[3] Tetrahedron, 2000, vol. 56, # 20, p. 3181 - 3187
[4] Patent: US2006/287292, 2006, A1. Location in patent: Page/Page column 28
[5] Patent: US2007/281918, 2007, A1. Location in patent: Page/Page column 13

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