2-Chloro-3-methoxypyridine Chemical Properties

Melting point:

90-92°C

Boiling point:

210.6±20.0 °C(Predicted)

Density 

1.210±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

-0.51±0.10(Predicted)

form 

crystalline solid

color 

Light orange

Water Solubility 

Insoluble in water.

BRN 

115568

InChI

InChI=1S/C6H6ClNO/c1-9-5-3-2-4-8-6(5)7/h2-4H,1H3

InChIKey

CCVNZKGBNUPYPG-UHFFFAOYSA-N

SMILES

C1(Cl)=NC=CC=C1OC

CAS DataBase Reference

52605-96-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39-37

HS Code 

29333990

MSDS

• Language:English Provider:ALFA

2-Chloro-3-methoxypyridine Usage And Synthesis

Chemical Properties

White to off-white solid

Uses

It is a pharmaceutical raw material and also used in medicine.

Synthesis

Step 1: 2-Chloro-3-hydroxypyridine (2.59 g, 20 mmol), iodomethane (2.98 g, 21 mmol) and potassium carbonate (K2CO3, 5.52 g, 40 mmol) were added to N,N-dimethylformamide (DMF, 50 mL). The reaction mixture was stirred at 60 °C for 4 hours. After completion of the reaction, it was cooled to room temperature and the mixture was poured into water and extracted with ethyl acetate. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford 2-chloro-3-methoxypyridine (2.58 g, 90% yield). Mass spectrum (ESI) m/z: 144.0 [M + H]+.

References

[1] Patent: CN107286084, 2017, A. Location in patent: Paragraph 0008
[2] European Journal of Organic Chemistry, 2012, # 31, p. 6248 - 6259,12
[3] European Journal of Organic Chemistry, 2012, # 31, p. 6248 - 6259
[4] Patent: EP2952510, 2015, A1. Location in patent: Paragraph 0120
[5] Patent: WO2011/33265, 2011, A1. Location in patent: Page/Page column 107

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