4-Chloroquinazoline → Ethyl 1-quinazolin-4-ylindolin-3-ylacetate

HRID 597041Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 597041
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:13]1>COCCOC>[N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([N:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:13]2)=[N:3][CH:4]=1

Komponenten

4

Edukt 2

HCID 788644-ChloroquinazolineHCID 21795444Ethyl (2,3-dihydro-1H-indol-3-yl)acetate

Produkt 1

HCID 54457736Ethyl 1-quinazolin-4-ylindolin-3-ylacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

A mixture of 4-chloroquinazoline (2.3g.) and ethyl indolin-3-ylacetate (2.6g.) in 1,2-dimethoxyethane (30ml.) was heated under reflux for 15 minutes. The mixture was cooled and filtered, and the solid residue was dissolved in ice-water (40ml.). To the solution was added saturated sodium acetate solution (10ml.), and the mixture was extracted with ethyl acetate (3 × 50ml.). The combined extracts were dried (Na2SO4), and the solvent evaporated in vacuo to give ethyl 1-quinazolin-4-ylindolin-3-ylacetate as a syrup which was proved to be pure by TLC (system A).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 15 minutes
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. dissolutionthe solid residue was dissolved in ice-water (40ml.)
  6. additionTo the solution was added saturated sodium acetate solution (10ml.)
  7. extractionthe mixture was extracted with ethyl acetate (3 × 50ml.)
  8. dry with materialThe combined extracts were dried (Na2SO4)
  9. customthe solvent evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-dcde0069e29d44d29c10c2b03b9f218d
Quelldatensatz
uspto-grants-1977_03
Patentnummer
US04012513

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