ChemicalBook CAS DataBase List METHYL QUINOLINE-6-CARBOXYLATE

METHYL QUINOLINE-6-CARBOXYLATE synthesis

12synthesis methods

Product Name:METHYL QUINOLINE-6-CARBOXYLATE
CAS Number:38896-30-9
Molecular formula:C11H9NO2
Molecular Weight:187.19

67-56-1

10349-57-2

38896-30-9

At 0 °C, 6.0 mmol of thionyl chloride was slowly added dropwise to a 5 mL methanol solution containing 2.0 mmol of 6-quinoline carboxylic acid. Subsequently, the reaction mixture was warmed up to 50 °C with continuous stirring for 12 hours. Upon completion of the reaction, 30 mL of saturated aqueous NaHCO3 solution was added to the mixture to neutralize the reaction. The reaction mixture was extracted three times using 30 mL of dichloromethane and the organic phases were combined. The organic phase was dried over anhydrous MgSO4 and filtered to remove the desiccant. The organic solvent was removed by concentration under reduced pressure to give 6-(methoxycarbonyl)quinoline as a white solid in 98% yield.

67-56-1 Synthesis

67-56-1
803 suppliers
$9.00/25ml

10349-57-2 Synthesis

10349-57-2
321 suppliers
$10.00/1g

38896-30-9
179 suppliers
$10.00/1g

Yield:38896-30-9 98%

Reaction Conditions:

with thionyl chloride at 0 - 50; for 12 h;

Steps:

7 Example 7: 6-(methoxycarbonyl)quinoline

6.0 mmol of thionyl chloride was slowly added to 2.0 mmol of 6-quinolinecarboxylic acid dissolved in 5 mL of methanol at 0 and the reaction mixture was stirred at 50 for 12 hours. 30 mL of saturated aqueous NaHCO₃solution was added thereto, and the reaction was allowed to be completed. The reaction mixture was extracted with 30 mL of dichloromethane three times. The reaction mixture was dried over MgSO₄, then a solid was filtered off, and an organic solvent was removed under reduced pressure 6-(methoxycarbonyl)quinoline as a white solid in 98 % yield.

References:

WO2015/160125,2015,A1 Location in patent:Paragraph 143-145

67-56-1 Synthesis

67-56-1
803 suppliers
$9.00/25ml