Triethylamine → 2-(1-Benzothien-2-yl)-5-[(2-bromobutanoyl)amino]benzamide

HRID 503692

反応式

HRID 503692 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]2[S:12][C:13]3[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=3[CH:15]=2)=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8].C(N(CC)CC)C.[Br:27][CH:28]([CH2:32][CH3:33])[C:29](Br)=[O:30]>C(Cl)Cl>[S:12]1[C:13]2[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=2[CH:15]=[C:11]1[C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:29](=[O:30])[CH:28]([Br:27])[CH2:32][CH3:33])=[CH:10][C:6]=1[C:7]([NH2:9])=[O:8]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 1172932-Bromobutanoyl bromideHCID 594284755-Amino-2-(1-benzothien-2-yl)benzamide

生成物 1

HCID 594284882-(1-Benzothien-2-yl)-5-[(2-bromobutanoyl)amino]benzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

5-Amino-2-(1-benzothien-2-yl)benzamide (Example 8A, 886 mg) and triethylamine (650 mg) are introduced into DCM (20 ml) at 0° C., and 2-bromobutyryl bromide (1000 mg) is slowly added. The reaction mixture is warmed to RT and then stirred overnight. The reaction mixture is subsequently diluted with DCM (100 ml) and washed with 5% strength potassium bisulfate solution (twice 50 ml), dried (sodium sulfate) and concentrated in a rotary evaporator. The residue is chromatographed on silica gel (eluent cyclohexane-ethyl acetate 10:1 to 1:1). After concentration of the relevant fraction, 607 mg (47% of theory) of product are isolated.

後処理

  1. washwashed with 5% strength potassium bisulfate solution (twice 50 ml)
  2. dry with materialdried (sodium sulfate)
  3. concentrationconcentrated in a rotary evaporator
  4. customThe residue is chromatographed on silica gel (eluent cyclohexane-ethyl acetate 10:1 to 1:1)
  5. customAfter concentration of the relevant fraction, 607 mg (47% of theory) of product are isolated

出典と根拠

ORDレコード
ord-5de46038a5c34b34aec8ba454fa68e3f
出典データセット
uspto-grants-2010_08
特許番号
US07776922B2

関連ノート

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