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Water → Ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-(1-piperazinyl)nicotinoyl]acetate

HRID 232468
ノート
印刷プレビュー

反応式

HRID 232468 の反応式
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[F:7][C:8]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:9]=1[NH:15][C:16]1[N:29]=[C:28](OS(C2C(C)=CC(C)=CC=2C)(=O)=O)[C:27]([F:43])=[CH:26][C:17]=1[C:18]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[O:19].C(OCC)(=O)C.O>C(Cl)Cl.CCCCCC>[F:7][C:8]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:9]=1[NH:15][C:16]1[N:29]=[C:28]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[C:27]([F:43])=[CH:26][C:17]=1[C:18]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[O:19]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 4837PiperazineHCID 8857Ethyl AcetateHCID 13849317Ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-(2,4,6-trimethylbenzenesulfonyloxy)nicotinoyl]acetate

生成物 1

HCID 13922529Ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-(1-piperazinyl)nicotinoyl]acetate収率 69.9%

試薬・触媒・溶媒 2

HCID 6344
Dichloromethane
溶媒
HCID 8058Hexane溶媒

実験手順

In 2 ml of methylene chloride was dissolved 130 mg of anhydrous piperazine, and 200 mg of ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-(2,4,6-trimethylbenzenesulfonyloxy)nicotinoyl]acetate was added thereto with ice-cooling, after which the resulting mixture was subjected to reaction at the same temperature for 40 minutes. Subsequently, the reaction mixture was added to a mixture of 10 ml of ethyl acetate and 10 ml of water, and the organic layer was separated, washed successively with 2 ml of saturated aqueous sodium hydrogencarbonate solution and 2 ml of saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and to the crystalline material thus obtained was added 1 ml of n-hexane, after which crystals were collected by filtration to obtain 110 mg (yield 69.9%) of ethyl 2-[2-(2,4-difluorophenylamino)-5-fluoro-6-(1-piperazinyl)nicotinoyl]acetate. The physical properties of this compound were identical with those of the compound obtained in Example 30.

後処理

  1. additionwas added
  2. temperaturewith ice-cooling
  3. customafter which the resulting mixture was subjected to reaction at the same temperature for 40 minutes
  4. customthe organic layer was separated
  5. washwashed successively with 2 ml of saturated aqueous sodium hydrogencarbonate solution and 2 ml of saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was removed by distillation under reduced pressure
  8. customto the crystalline material thus obtained
  9. filtrationafter which crystals were collected by filtration

出典と根拠

ORDレコード
ord-6f9ca15588384edab4dcb97d98ae9697
出典データセット
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04851535

反応ノート

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