Pyridine → HCID 22010636, 화합물

HRID 323161노트

반응식

HRID 323161 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:37]=[CH:36][C:20]([C:21]([N:23]([CH3:35])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[O:30][CH2:31][CH2:32][CH2:33][OH:34])=[O:22])=[CH:19][CH:18]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[N:38]1[CH:43]=[CH:42]C=[CH:40][CH:39]=1.Cl[C:45](OC1C=CC([N+]([O-])=O)=CC=1)=[O:46].[CH3:57][N:58]1CCNCC1>ClCCl>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([C:21]([N:23]([CH3:35])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[O:30][CH2:31][CH2:32][CH2:33][O:34][C:45]([N:38]4[CH2:39][CH2:40][N:58]([CH3:57])[CH2:42][CH2:43]4)=[O:46])=[O:22])=[CH:36][CH:37]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 1049PyridineHCID 531671-MethylpiperazineHCID 821294-Nitrophenyl chloroformateHCID 22010692HCID 22010692, 화합물

생성물 1

HCID 22010636HCID 22010636, 화합물수율 53.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-(3-hydroxypropoxy)phenyl]benzamide (300 mg) in dichloromethane (15 ml) was treated with pyridine (95.8 mg) and p-nitrophenyl chloroformate (183 mg). After 4.5 hours, 1-methylpiperazine (303 mg) was added to the reaction mixture and stirred for a further 1 hour at ambient temperature. After concentration, the residue was dissolved in ethyl acetate and washed with saturated sodium hydrogen carbonate solution and brine, dried over sodium sulfate, concentrated, and purified by silica gel column chromatography (SiO2; 30 g, 3% methanol in dichloromethane) to give 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-[3-(4-methylpiperazin-1-carbonyloxy)propoxy]phenyl]benzamide (200 mg) as white amorphous.

후처리

  1. concentrationAfter concentration
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with saturated sodium hydrogen carbonate solution and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. custompurified by silica gel column chromatography (SiO2; 30 g, 3% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-0cb9e8ba924b448686f85f3acd3001bf
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211242B1

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