合成路线:The PPA condensation of 2-trifluoromethylaniline (I) with ethyl 4,4,4-trifluoroacetoacetate (II) yields 2,8-bis(trifluoromethyl)-4-quinolone (III),which is converted into 2,8-bistrifluoromethyl-4-bromoquinoline (IV) with POBr3.The carboxylation of the quinoline (IV) with butyllithium and CO2 gives 2,8-bistrifluoromethylquinoline-4-carboxylic acid (V); this product is condensed with 2-pyridyllithium (A) giving 2,8-bis(trifluoromethyl)-4-quinolinyl-2-pyridyl ketone (VI).The last step is the reduction of ketone (VI) with H2 over Pt in ethanol.
参考文献标题:Antimalarials 7-Bis-(trifluoromethyl)-(2-piperidyl)-4-quinoline methanols
文献作者:Ohnmacht,C.J.; Patel,A.R.; Lutz,R.
参考来源:J Med Chem 1971,14(10),926-928
合成路线:The PPA condensation of 2-trifluoromethylaniline (I) with ethyl 4,4,4-trifluoroacetoacetate (II) yields 2,8-bis(trifluoromethyl)-4-quinolone (III),which is converted into 2,8-bistrifluoromethyl-4-bromoquinoline (IV) with POBr3.The carboxylation of the quinoline (IV) with butyllithium and CO2 gives 2,8-bistrifluoromethylquinoline-4-carboxylic acid (V); this product is condensed with 2-pyridyllithium (A) giving 2,8-bis(trifluoromethyl)-4-quinolinyl-2-pyridyl ketone (VI).The last step is the reduction of ketone (VI) with H2 over Pt in ethanol.
参考文献标题:Optical isomers of aryl-2-piperidylmethanol antimalarial agents.Preparation,opticol purity and absolute stereochemistry
文献作者:Carrol,F.I.; Blackwell,J.T.
参考来源:J Med Chem 1974,17(2),210-219
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