2-Methoxy-4-pyridinecarboxylic acid Chemical Properties

Melting point:

198-200 °C

Boiling point:

383.0±22.0 °C(Predicted)

Density 

1.284±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

4.50±0.10(Predicted)

form 

Solid or Crystalline Powder

color 

White to pale brown

InChI

InChI=1S/C7H7NO3/c1-11-6-4-5(7(9)10)2-3-8-6/h2-4H,1H3,(H,9,10)

InChIKey

DPNDWFVORIGXQO-UHFFFAOYSA-N

SMILES

C1(OC)=NC=CC(C(O)=O)=C1

CAS DataBase Reference

105596-63-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36

Safety Statements 

26-36/37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

2-Methoxy-4-pyridinecarboxylic acid Usage And Synthesis

Uses

2-Methoxy-4-pyridinecarboxylic acid is often used as an intermediate in pharmaceutical chemistry and organic synthesis. In organic synthesis transformation, the carboxyl group on the pyridine ring can be converted into acyl chloride, ester group and amide under certain reaction conditions without being affected by the pyridine ring, and can also be reduced to a hydroxyl group.

Synthesis

General procedure for the synthesis of 2-methoxy-4-pyridinecarboxylic acid from 2-chloro-6-methoxyisonicotinic acid: To a suspension of acetonitrile (150 mL) containing 2-methoxy-4-pyridinecarboxylic acid (1.94 g, 6.49 mmol) was added sodium iodide (4.90 g, 32.69 mmol) and trimethylmethylsilyl chloride (4.10 mL, 32.42 mmol). The reaction mixture was stirred at 40 °C for 3 days under nitrogen protection. After completion of the reaction, the mixture was cooled to 0 °C, the solid product was collected by filtration, washed with acetonitrile and dried to afford 1.66 g (90% yield) of the target compound, 2-methoxy-4-pyridinecarboxylic acid.LRMS: m/z 285 (M + 1)+; retention time: 2.86 min (Method B).

References

[1] Patent: WO2010/43377, 2010, A1. Location in patent: Page/Page column 64
[2] Yakugaku Zasshi, 1953, vol. 73, p. 845,846, 847
[3] Chem.Abstr., 1954, p. 10021
[4] Yakugaku Zasshi, 1953, vol. 73, p. 845,846, 847
[5] Chem.Abstr., 1954, p. 10021

2-Methoxy-4-pyridinecarboxylic acid(105596-63-2)Related Product Information

• Chromium picolinate
• (Trifluoromethoxy)benzene
• p-Anisidine
• Folic acid
• Anisole
• 2-Methoxypyridine
• 4-Methoxybenzoic acid
• Isonicotinic acid
• p-Anisaldehyde
• Ethyl 2-(Chlorosulfonyl)acetate
• 4-Amino-2-methoxypyridine
• 2-Picolinic acid
• Citric acid
• Ascoric Acid
• 2-Chloro-6-methoxy-4-pyridinecarboxylic acid
• 5-AMINO-2-METHOXY-ISONICOTINIC ACID
• 2-METHOXY-5-PYRIDINECARBOXYLIC ACID
• 3-METHOXY-4-PYRIDINECARBOXYLIC ACID