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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 1455164
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HRID 1455164 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 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

생성물 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-dione수율 38%

실험 절차

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/e 600 [M+H]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-2528214ecdec4f64ae5664a3d828a4a2
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07482343B2

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