1,4-Dibromobutane → HCID 22010768, 화합물

HRID 323156노트

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HRID 323156 반응식
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

참가 물질

7

반응물 5

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 22010724HCID 22010724, 화합물HCID 22010867HCID 22010867, 화합물

생성물 1

HCID 22010768HCID 22010768, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-49623913b1914242b01f9e072e9da212
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211242B1

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