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

HRID 503688

반응식

HRID 503688 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-12afdde820d246bf97048a1258ddd711
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776922B2

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