1,1'-Carbonyldiimidazole → N-[4-(1H-imidazol-1-yl)benzyl]-5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-N-methylfuran-3-carboxamide

HRID 468982노트

반응식

HRID 468982 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:20][CH:19]=[C:18]([C:21](O)=[O:22])[CH:17]=2)[CH3:14])(=[O:12])=[O:11])=[C:5]([CH3:24])[CH:4]=1.C1N=CN(C(N2C=NC=C2)=O)C=1.[N:37]1([C:42]2[CH:47]=[CH:46][C:45]([CH2:48][NH:49][CH3:50])=[CH:44][CH:43]=2)[CH:41]=[CH:40][N:39]=[CH:38]1>C1COCC1.C(Cl)Cl>[N:37]1([C:42]2[CH:43]=[CH:44][C:45]([CH2:48][N:49]([CH3:50])[C:21]([C:18]3[CH:17]=[C:16]([CH2:15][N:13]([S:10]([C:6]4[C:7]([CH3:9])=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=4[CH3:24])(=[O:12])=[O:11])[CH3:14])[O:20][CH:19]=3)=[O:22])=[CH:46][CH:47]=2)[CH:41]=[CH:40][N:39]=[CH:38]1

참가 물질

6

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 71573711-(4-(1H-Imidazol-1-yl)phenyl)-N-methylmethanamineHCID 583930975-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid

생성물 1

HCID 46175897N-[4-(1H-imidazol-1-yl)benzyl]-5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-N-methylfuran-3-carboxamide

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

5-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid (53 mg, 0.15 mmol) was dissolved in THF (0.5 mL) and CDI (24 mg, 0.15 mmol) added. The reaction was stirred for 2 h prior to addition of 1-[4-(1H-imidazol-1-yl)phenyl]-N-methylmethanamine (25 mg, 0.135 mmol). The reaction was stirred at ambient temperature for 3 days, and diluted with DCM (1 mL) and washed with 2M aqueous K2CO3 (1 mL). The organic layer was dried over MgSO4, the solvent removed in vacuo and a portion of the crude product purified using prep method A.

후처리

  1. stirringThe reaction was stirred at ambient temperature for 3 days
  2. washwashed with 2M aqueous K2CO3 (1 mL)
  3. dry with materialThe organic layer was dried over MgSO4
  4. customthe solvent removed in vacuo
  5. customa portion of the crude product purified

출처 및 근거

ORD 기록
ord-c22f1f906d0e413084ca3fdd6a26ea82
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623859B2

반응 노트

불러오는 중…