Potassium Acetate → 7-Oxo-6,7-dihydro-5H-dibenzo[c,e]azepine-5-carboxylic Acid Methyl Ester

HRID 660572

반응식

HRID 660572 반응식
[CH3:1][O:2][C:3](=[O:22])[CH:4]([NH:12][C:13](=[O:21])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1I)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1I.CC([O-])=O.[K+]>CN(C=O)C.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH3:1][O:2][C:3]([CH:4]1[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[C:13](=[O:21])[NH:12]1)=[O:22]

참가 물질

5

반응물 2

HCID 517044Potassium AcetateHCID 68839341(2-Iodobenzoylamino)-(2-iodophenyl)-acetic Acid Methyl Ester

생성물 1

HCID 688384697-Oxo-6,7-dihydro-5H-dibenzo[c,e]azepine-5-carboxylic Acid Methyl Ester

시약·촉매·용매 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매2회HCID 6228Dimethylformamide용매

반응 조건

온도
110 °C

실험 절차

To a solution of (2-iodobenzoylamino)-(2-iodophenyl)-acetic acid methyl ester (3.4 g, 6.53 mmol) in DMF (300 mL) under argon is added PdCl2(dppf) (269 mg, 0.33 mmol) and KOAc (1.28 g, 13.06 mmol) and the mixture is heated at 110° C. for 18 h. Additional PdCl2(dppf) is added and heating is continued until all starting material is consumed. The solvent is removed under reduced pressure and the residue purified by flash chromatography using a gradient of 0-50% MeOH/methylene chloride as eluent to give the title compound as a yellow oil.

후처리

  1. temperatureheating
  2. customis consumed
  3. customThe solvent is removed under reduced pressure
  4. customthe residue purified by flash chromatography

출처 및 근거

ORD 기록
ord-f5e80b2965294fee9b2c92aaa0c2d7ed
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

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