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Acetic Acid → 2-(2-{1-[1-(1-Benzyl-4,5-dimethyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-2-methyl-propyl]-2-p-tolyl-1H-imidazol-4-yl}-ethyl)-isoindole-1,3-dione

HRID 1374873
ノート
印刷プレビュー

反応式

HRID 1374873 の反応式
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]([CH3:15])=[C:11]([CH3:16])[N:10]=[C:9]1[CH:17]([N:21]([CH2:31][C:32](=O)[CH2:33][CH2:34][N:35]1C(=O)C2C(=CC=CC=2)C1=O)[C:22](=O)[C:23]1C=CC(C)=[CH:25][CH:24]=1)[CH:18]([CH3:20])[CH3:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:47]([O-:50])(=O)[CH3:48].[NH4+:51].[C:52]([OH:55])(=O)[CH3:53]>>[CH2:1]([N:8]1[C:13](=[O:14])[C:12]([CH3:15])=[C:11]([CH3:16])[N:10]=[C:9]1[CH:17]([N:21]1[CH:31]=[C:32]([CH2:33][CH2:34][N:35]2[C:47](=[O:50])[C:48]3[C:53](=[CH:1][CH:2]=[CH:3][CH:4]=3)[C:52]2=[O:55])[N:51]=[C:22]1[C:23]1[CH:24]=[CH:25][C:12]([CH3:13])=[CH:11][CH:16]=1)[CH:18]([CH3:19])[CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 21076932N-[1-(1-Benzyl-4,5-dimethyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-2-methyl-propyl]-N-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-oxo-butyl]-4-methyl-benzamide

生成物 1

HCID 210769262-(2-{1-[1-(1-Benzyl-4,5-dimethyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-2-methyl-propyl]-2-p-tolyl-1H-imidazol-4-yl}-ethyl)-isoindole-1,3-dione収率 38%

実験手順

To N-[1-(1-Benzyl-4,5-dimethyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-2-methyl-propyl]-N-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-oxo-butyl]-4-methyl-benzamide (0.884 g, 1.62 mmol) in glacial acetic acid (15 mL) was added ammonium acetate (6.22 g, 80.8 mmol) and the reaction was heated at reflux for 16 h. The reaction was concentrated in vacuo and the residue was basified with saturated NaHCO3, extracted into EtOAc, washed with water and brine, dried (Na2SO4), and evaporated to dryness. The residue was purified by flash chromatography on silica gel (3:1 EtOAc:hexanes) to give the title compound as a pale yellow foam (0.371 g, 38%). MS(ES+) m/c 600 [M+H]+.

後処理

  1. temperaturethe reaction was heated
  2. temperatureat reflux for 16 h
  3. concentrationThe reaction was concentrated in vacuo
  4. extractionextracted into EtOAc
  5. washwashed with water and brine
  6. dry with materialdried (Na2SO4)
  7. customevaporated to dryness
  8. customThe residue was purified by flash chromatography on silica gel (3:1 EtOAc:hexanes)

出典と根拠

ORDレコード
ord-c760f22bf5564f578e88b3ace4b39538
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07166595B2

反応ノート

読み込み中…

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