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

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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.

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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

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