• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】34017

【品名】[2,8-bis(trifluoromethyl)-4-quinolinyl](2-pyridinyl)methanone

【CA登记号】

【 分 子 式 】C17H8F6N2O

【 分 子 量 】370.2538192

【元素组成】C 55.15% H 2.18% F 30.79% N 7.57% O 4.32%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VI)

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.

1 Blackwell, J.T.; Carrol, F.I.; Optical isomers of aryl-2-piperidylmethanol antimalarial agents. Preparation, opticol purity and absolute stereochemistry. J Med Chem 1974, 17, 2, 210-219.
2 Lutz, R.; et al.; Antimalarials 7-Bis-(trifluoromethyl)-(2-piperidyl)-4-quinoline methanols. J Med Chem 1971, 14, 10, 926-928.
3 Castaner, J.; Playle, A.C.; Mefloquine. Drugs Fut 1976, 1, 6, 296.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 34016 2-pyridinyllithium C5H4LiN 详情 详情
(I) 34012 2-(trifluoromethyl)-2,4-cyclohexadien-1-ylamine; 2-(trifluoromethyl)-2,4-cyclohexadien-1-amine C7H8F3N 详情 详情
(II) 25432 ethyl 4,4,4-trifluoro-3-oxobutanoate 372-31-6 C6H7F3O3 详情 详情
(III) 34013 2,8-bis(trifluoromethyl)-4(1H)-quinolinone C11H5F6NO 详情 详情
(IV) 34014 4-bromo-2,8-bis(trifluoromethyl)quinoline 35853-45-3 C11H4BrF6N 详情 详情
(V) 34015 2,8-bis(trifluoromethyl)-4-quinolinecarboxylic acid C12H5F6NO2 详情 详情
(VI) 34017 [2,8-bis(trifluoromethyl)-4-quinolinyl](2-pyridinyl)methanone C17H8F6N2O 详情 详情
Extended Information