1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBOXYLIC ACID METHYL ESTER synthesis
- Product Name:1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBOXYLIC ACID METHYL ESTER
- CAS Number:177478-49-8
- Molecular formula:C11H13NO2
- Molecular Weight:191.23
38896-30-9
177478-49-8
The general procedure for the synthesis of methyl 1,2,3,4-tetrahydroquinoline-6-carboxylate from methyl 6-quinolinecarboxylate was as follows: carbon-loaded palladium (1.50 g, 10% mass fraction) and ammonium formate (10.5 g, 165 mmol) were added in methanol (20 mL), followed by methyl 6-quinolinecarboxylate (1.20 g, 6.41 mmol). The reaction mixture was stirred at 70°C for 2 hours. Upon completion of the reaction, the synthesis was processed according to the synthesis method of Step 1 of Example 2 to afford the white solid product methyl 1,2,3,4-tetrahydroquinoline-6-carboxylate (1.20 g) in 97.9% yield.
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177478-49-8
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Yield:-
Steps:
Multi-step reaction with 2 steps
1: 10% palladium on activated carbon; ammonium formate / methanol / 2 h / Reflux
2: thionyl chloride / 0 - 20 °C
References:
Zhang, Cunyu;Westaway, Susan M.;Speake, Jason D.;Bishop, Michael J.;Goetz, Aaron S.;Carballo, Luz Helena;Hu, Mike;Epperly, Andrea H. [Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,# 2,p. 670 - 676]
38896-30-9
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177478-49-8
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76384-36-6
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177478-49-8
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177478-49-8
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