Cyclopropylamine → Ethyl 8-Chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-5-nitro-4-oxo-3-quinolinecarboxylate

HRID 1110728ノート

反応式

HRID 1110728 の反応式
[Cl:1][C:2]1[C:3](F)=[C:4]([C:17]([N+:22]([O-:24])=[O:23])=[C:18]([F:21])[C:19]=1[F:20])[C:5]([C:7](=[CH:13]OCC)[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:6].[CH:26]1([NH2:29])[CH2:28][CH2:27]1.CC(C)([O-])C.[K+]>C(O)(C)(C)C>[Cl:1][C:2]1[C:19]([F:20])=[C:18]([F:21])[C:17]([N+:22]([O-:24])=[O:23])=[C:4]2[C:3]=1[N:29]([CH:26]1[CH2:28][CH2:27]1)[CH:13]=[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:5]2=[O:6]

参加物

5

反応物 3

HCID 69828CyclopropylamineHCID 23665647Potassium tert-butoxideHCID 54224689Ethyl 2-(3-chloro-2,4,5-trifluoro-6-nitrobenzoyl)-3-ethoxyacrylate

生成物 1

HCID 14896545Ethyl 8-Chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-5-nitro-4-oxo-3-quinolinecarboxylate

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒2 回

反応条件

温度
45 °C

実験手順

The ethyl 2-(3-chloro-2,4,5-trifluoro-6-nitro -benzoyl)-3-ethoxyacrylate prepared in the previous step was dissolved in 200 ml of t-butanol and treated with 5.0 g (88 mmol) of cyclopropylamine. The reaction mixture was warmed to 45° C. and stirred for three hours at that temperature. The solution was then cooled to room temperature and treated with a slurry of 9.4 g (84 mmol) of potassium t-butoxide in 50 ml of t-butanol. The mixture was stirred at 60° C. for five hours; the suspension was filtered, and the solid was washed with water and ether to give 21.7 g of the title compound.

後処理

  1. temperatureThe solution was then cooled to room temperature
  2. stirringThe mixture was stirred at 60° C. for five hours
  3. filtrationthe suspension was filtered
  4. washthe solid was washed with water and ether

出典と根拠

ORDレコード
ord-ef03bac71d7e476b8340e527f4131648
出典データセット
uspto-grants-1990_12
特許番号
US04977154

反応ノート

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