Water → Ethyl 4-(3-(4-acetyl-1-piperazinyl)-phenyl)-amino-6-fluoro-3-nitrobenzoate

HRID 586408

反応式

HRID 586408 の反応式
[F:1][C:2]1[CH:12]=[C:11](F)[C:10]([N+:14]([O-:16])=[O:15])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:17]([N:20]1[CH2:25][CH2:24][N:23]([C:26]2[CH:27]=[C:28]([CH:30]=[CH:31][CH:32]=2)N)[CH2:22][CH2:21]1)(=[O:19])[CH3:18].C([N:35](CC)CC)C.O>CN1C(=O)CCC1>[C:17]([N:20]1[CH2:25][CH2:24][N:23]([C:26]2[CH:27]=[C:28]([C:11]3[CH:12]=[C:2]([F:1])[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:9]([NH2:35])[C:10]=3[N+:14]([O-:16])=[O:15])[CH:30]=[CH:31][CH:32]=2)[CH2:22][CH2:21]1)(=[O:19])[CH3:18]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 111175391-[4-(3-Aminophenyl)piperazin-1-yl]ethan-1-oneHCID 22330120Ethyl 2,4-difluoro-5-nitrobenzoate

生成物 1

HCID 86592319Ethyl 4-(3-(4-acetyl-1-piperazinyl)-phenyl)-amino-6-fluoro-3-nitrobenzoate

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
80 °C

実験手順

A mixture of ethyl 2,4-difluoro-5-nitrobenzoate (22) (1.0 g; 4.33 mmol), 4f (0.95 g; 4.33 mmol) and triethylamine (0.6 ml; 0.33 mmol) in anhydrous NMP (10 ml) was heated to 80° C. for one hour. The cooled mixture was poured into water and extracted with ethyl acetate. The organic extract was dried over magnesium sulphate, concentrated under reduced pressure and purified by column-chromatography on silica gel using ethyl acetate as the eluent. Yield: 1.53 g (82%).

後処理

  1. extractionextracted with ethyl acetate
  2. extractionThe organic extract
  3. dry with materialwas dried over magnesium sulphate
  4. concentrationconcentrated under reduced pressure
  5. custompurified by column-chromatography on silica gel

出典と根拠

ORDレコード
ord-8cdcfc701a2143938457e41a3dc09192
出典データセット
uspto-grants-2005_08
特許番号
US06936613B2

関連ノート

読み込み中…