Pyridine → 2-Iodo-5-[(2-phenylbutanoyl)amino]benzamide

HRID 503688

反応式

HRID 503688 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([I:11])=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8].[C:12]1([CH:18]([CH2:22][CH3:23])[C:19](Cl)=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.N1C=CC=CC=1.C(OCC)(=O)C>ClCCl>[I:11][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:19](=[O:20])[CH:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:22][CH3:23])=[CH:10][C:6]=1[C:7]([NH2:9])=[O:8]

参加物

6

反応物 4

HCID 1049PyridineHCID 8857Ethyl AcetateHCID 981732-Phenylbutyryl chlorideHCID 155476225-Amino-2-iodobenzamide

生成物 1

HCID 594284852-Iodo-5-[(2-phenylbutanoyl)amino]benzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

0.823 g (3.14 mmol) of the compound from Example 4A are dissolved in 10 ml of dichloromethane at RT, and 0.688 mg (3.77 mmol) of 2-phenylbutyryl chloride and 0.298 mg (3.77 mmol) of pyridine are added. The mixture is stirred at RT over after. Ethyl acetate is added, and the mixture is extracted with water. The organic phases are dried over magnesium sulfate and freed of solvent under reduced pressure. The residue is purified by chromatography on a silica gel column (mobile phase ethyl acetate:cyclohexane 2:1). 0.943 g (72% of theory) of product are obtained.

後処理

  1. extractionthe mixture is extracted with water
  2. dry with materialThe organic phases are dried over magnesium sulfate
  3. customThe residue is purified by chromatography on a silica gel column (mobile phase ethyl acetate:cyclohexane 2:1)
  4. custom0.943 g (72% of theory) of product are obtained

出典と根拠

ORDレコード
ord-12afdde820d246bf97048a1258ddd711
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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