1,4-Dibromobutane → HCID 22010768、化合物

HRID 323156ノート

反応式

HRID 323156 の反応式
CC1C=CC(C2C(C(N[C:17]3[CH:33]=[CH:32][CH:31]=[CH:30][C:18]=3[C:19]([N:21]([CH3:29])[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[OH:28])=[O:20])=O)=CC=CC=2)=CC=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:41][CH2:42][CH2:43][CH2:44]Br.[CH3:46][C:47]1[CH:52]=[CH:51][C:50]([C:53]2[C:54]([C:59]([NH:61]C3C=CC=CC=3C(N(C)C3C=CC=CC=3OCCCCBr)=O)=[O:60])=[CH:55][CH:56]=[CH:57][CH:58]=2)=[CH:49][CH:48]=1.[CH3:84][N:85]1[CH2:90][CH2:89][NH:88][CH2:87][CH2:86]1>CN(C)C=O>[CH3:46][C:47]1[CH:48]=[CH:49][C:50]([C:53]2[C:54]([C:59]([NH:61][C:32]3[CH:31]=[CH:30][C:18]([C:19]([N:21]([CH3:29])[C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[O:28][CH2:41][CH2:42][CH2:43][CH2:44][N:88]4[CH2:89][CH2:90][N:85]([CH3:84])[CH2:86][CH2:87]4)=[O:20])=[CH:17][CH:33]=3)=[O:60])=[CH:55][CH:56]=[CH:57][CH:58]=2)=[CH:51][CH:52]=1

参加物

7

反応物 5

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 22010724HCID 22010724、化合物HCID 22010867HCID 22010867、化合物

生成物 1

HCID 22010768HCID 22010768、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

To a solution of 4′-methylbiphenyl-2-carboxamido-N-methyl-N-(2-hydroxyphenyl)benzamide (750 mg) in N,N-dimethylformamide (35 ml) was added potassium carbonate (1.42 g), 1,4-dibromobutane (1.11 g). The reaction mixture was stirred at 60° C. for 3 hours and to this mixture containing 4′-methylbiphenyl-2-carboxamido-N-methyl-N-[2-(4-bromobutoxy)phenyl]benzamide was added 1-methylpiperazine (1.03 g) and stirring was continued additional 15 hours. The mixture was extracted with ethyl acetate and washed with water and brine. The organic solution was dried over sodium sulfate. The solvent was removed by evaporation and purified by silica gel column chromatography (SiO2; 35 g, 5% methanol in dichloromethane) to give 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-[4-(4-methylpiperazin-1-yl)butoxy]phenyl]benzamide.

後処理

  1. stirringstirring
  2. waitwas continued additional 15 hours
  3. extractionThe mixture was extracted with ethyl acetate
  4. washwashed with water and brine
  5. dry with materialThe organic solution was dried over sodium sulfate
  6. customThe solvent was removed by evaporation
  7. custompurified by silica gel column chromatography (SiO2; 35 g, 5% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-49623913b1914242b01f9e072e9da212
出典データセット
uspto-grants-2001_04
特許番号
US06211242B1

反応ノート

読み込み中…