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

HRID 660572

反応式

HRID 660572 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒2 回HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f5e80b2965294fee9b2c92aaa0c2d7ed
出典データセット
uspto-grants-2011_12
特許番号
US08084448B2

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