5-ACETYL-2-METHOXYPYRIDINE, 97% Chemical Properties

Melting point:

53-57 °C (lit.)

Boiling point:

269.5±20.0 °C(Predicted)

Density 

1.093±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

1.60±0.10(Predicted)

form 

Powder or Crystalline Powder

color 

White to yellow

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

2933399990

5-ACETYL-2-METHOXYPYRIDINE, 97% Usage And Synthesis

Uses

5-Acetyl-2-methoxypyridine is a useful synthesis intermediate.

Synthesis

Step 2: Amide (10.4 g, 53 mmol) was dissolved in tetrahydrofuran (THF, 100 mL) and the solution was cooled to 0°C. Methylmagnesium bromide (3M ether solution, 26.5 mL) was added slowly and dropwise at 0 °C. After the dropwise addition was completed, the reaction mixture was kept at 0°C and continued to be stirred for 1 hour. Subsequently, the reaction was quenched slowly with 1 M hydrochloric acid (aqueous solution). The mixture was extracted with ethyl acetate (EtOAc) and the organic layers were combined. The organic layer was washed with saturated brine and dried with anhydrous magnesium sulfate (MgSO4). After filtration to remove the drying agent, the filtrate was concentrated under reduced pressure to give 7.8 g of 5-acetyl-2-methoxypyridine in the form of a colorless solid in 97% yield.

References

[1] Patent: WO2009/5646, 2009, A2. Location in patent: Page/Page column 167
[2] Patent: WO2015/48507, 2015, A1. Location in patent: Paragraph 0169
[3] Tetrahedron, 2014, vol. 70, # 40, p. 7207 - 7220

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