4-HYDROXY-8-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER synthesis
- Product Name:4-HYDROXY-8-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
- CAS Number:27568-04-3
- Molecular formula:C13H13NO4
- Molecular Weight:247.25
104007-09-2
27568-04-3
Step B: Synthesis of ethyl 4-hydroxy-8-methoxyquinoline-3-carboxylate: Diethyl 2-(((2-methoxyphenyl)amino)methylene)malonate (47.6 g, 162 mmol) was suspended in Dowtherm (100 mL) and heated to 250 °C. The reaction mixture was kept in a sand bath overnight, subsequently cooled to room temperature and diluted with pentane (750 mL). The resulting solid product was collected by filtration and washed with hexane to afford the target compound (25.7 g, 64% yield). Mass spectrometry analysis (APCI) showed m/z 248.0 ([M + H]+).
104007-09-2
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27568-04-3
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Yield: 64%
Reaction Conditions:
in diphenyl ether-biphenyl eutectic at 250;
Steps:
83.B
Step B: Ethyl 4-hydroxy-8-methoxyquinoline-3-carboxylate: 2-((2-methoxyphenylamino)methylene)malonate (47.6 g, 162 mmol) was suspended in Dowtherm (100 mL) and heated to 250° C. in a sand bath overnight, then cooled to ambient temperature and diluted with pentane (750 mL). The solid was collected by filtration and washed with hexanes (25.7 g, 64%). MS (APCI) m/z 248.0 (M+1).
References:
Miknis, Greg;Lyssikatos, Joseph P.;Laird, Ellen;Tarlton, Eugene;Buckmelter, Alexandre J.;Ren, Li;Rast, Bryson;Schlacter, Stephen T.;Wenglowsky, Steven Mark US2007/49603, 2007, A1 Location in patent:Page/Page column 66
87-13-8
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27568-04-3
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90-04-0
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27568-04-3
88 suppliers
$6.00/250mg