Methyl 7-quinolinecarboxylate Chemical Properties

Boiling point:

315.1±15.0 °C(Predicted)

Density 

1.210±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

2.95±0.14(Predicted)

Appearance

Off-white to light yellow Solid

Methyl 7-quinolinecarboxylate Usage And Synthesis

Synthesis

General procedure for the synthesis of methyl 7-quinolinecarboxylate from methanol and 7-(trifluoromethyl)quinoline: a mixture of 7-(trifluoromethyl)quinoline (8.9 g, 1 eq.) and 35.6 mL of 10% fuming sulfuric acid was heated at 150 °C for 3 hours, and subsequently cooled to room temperature. To the reaction mixture was added 90 mL of methanol and heated at 80 °C overnight. Upon completion of the reaction, the methanol was removed by distillation. The residue was dissolved in 200 mL of water, neutralized with sodium carbonate solution and subsequently extracted three times with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was washed with petroleum ether to afford methyl 7-quinolinecarboxylate (7.4 g, 88% yield) as a white solid.

References

[1] Patent: US2010/234340, 2010, A1. Location in patent: Page/Page column 21
[2] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 1, p. 59 - 68
[3] Patent: US2004/204455, 2004, A1. Location in patent: Page/Page column 21
[4] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 10, p. 1403 - 1408
[5] Patent: US2008/275037, 2008, A1. Location in patent: Page/Page column 33

Methyl 7-quinolinecarboxylate(51552-68-2)Related Product Information

• QUINOLINE-6-CARBOXYLIC ACID ETHYL ESTER
• METHYL 6-QUINOLINEACETATE
• VINYL CHLORIDE
• Quinoline-5-boronic acid
• quinoline-6-carbonitrile
• QUINOXALINE-5-CARBOXYLIC ACID
• QUINOLINE-8-CARBOTHIOIC ACID AMIDE
• 7-Quinolinecarboxylic acid
• Quinoline-7-carbaldehyde
• Ethyl 7-quinolinecarboxylate