2-METHYL-QUINOLINE-3-CARBOXYLIC ACID Chemical Properties

Melting point:

251 °C

Boiling point:

342.0±27.0 °C(Predicted)

Density 

1.285±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

solid

pka

1.17±0.30(Predicted)

color 

Light brown to brown

InChI

InChI=1S/C11H9NO2/c1-7-9(11(13)14)6-8-4-2-3-5-10(8)12-7/h2-6H,1H3,(H,13,14)

InChIKey

WXYKQNAKEPRCGF-UHFFFAOYSA-N

SMILES

N1C2C(=CC=CC=2)C=C(C(O)=O)C=1C

Safety Information

HS Code 

2933499090

2-METHYL-QUINOLINE-3-CARBOXYLIC ACID Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-methyl-3-quinolinecarboxylic acid from ethyl 2-methylquinoline-3-carboxylate: to a stirred 60% aqueous ethanol solution (80 mL) of potassium hydroxide (4.489 g, 80 mmol) was added ethyl 2-methylquinoline-3-carboxylate (2.153 g, 10 mmol). The reaction mixture was stirred under reflux conditions for 1 hour. Upon completion of the reaction, the ethanol was evaporated under reduced pressure, followed by dilution with the addition of water (10 mL) and acidification with 1 M hydrochloric acid solution to pH < 7. The precipitate precipitated was collected and recrystallized by a solvent mixture of dichloromethane/hexane (1:10, v/v) to give 2-methyl-3-quinolinecarboxylic acid as a yellow solid in 92% yield (1.724 g, 9.2 mmol).

References

[1] Synthesis (Germany), 2013, vol. 45, # 23, p. 3239 - 3244
[2] Journal of Medicinal Chemistry, 2006, vol. 49, # 23, p. 6897 - 6907

2-METHYL-QUINOLINE-3-CARBOXYLIC ACID(635-79-0)Related Product Information

• 2,3-Quinoline dicarboxylic acid
• Imazaquin acid
• Dimethyl 2,3-quinolinedicarboxylate
• 2,8-DIMETHYL-QUINOLINE-3-CARBOXYLIC ACID
• 2-METHYL-QUINOLINE-3-CARBOXYLIC ACID
• 2-METHYLQUINOLINE-3,4-DICARBOXYLIC ACID
• ETHYL 4-HYDROXY-2-PHENYLQUINOLINE-3-CARBOXYLATE
• 2-METHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
• 4-HYDROXY-2-METHYL-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
• 6-METHOXY-2-METHYLQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
• 6-METHOXY-2-METHYLQUINOLINE-3-CARBOXYLIC ACID
• 2,6-DIMETHYLQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
• 3-Quinolinecarboxylic acid, 6-chloro-4-hydroxy-2-phenyl-, ethyl ester
• RARECHEM AQ NN 0268
• 2,8-DIMETHYLQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
• DIMETHYL 4-METHYL-2,3-QUINOLINEDICARBOXYLATE
• ETHYL 2-(CHLOROMETHYL)-3-QUINOLINECARBOXYLATE
• 3-Quinolinecarboxylic acid, 4-hydroxy-6-methoxy-2-phenyl-, ethyl ester