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 468982ノート

反応式

HRID 468982 の反応式
[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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c22f1f906d0e413084ca3fdd6a26ea82
出典データセット
uspto-grants-2014_01
特許番号
US08623859B2

反応ノート

読み込み中…