HCID 21260357, Verbindung → 7-(2-Acetoxyethoxy)-4-(2-fluoro-5-hydroxy4-methylanilino)-6-methoxyquinazoline

HRID 634673Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 634673
[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12]([NH:18][C:19]3[CH:24]=[C:23]([O:25]CC4C=CC=CC=4)[C:22]([CH3:33])=[CH:21][C:20]=3[F:34])=[N:13][CH:14]=[N:15]2)=[CH:10][C:9]=1[O:35][CH3:36])(=[O:3])[CH3:2].[H][H]>[Pd].C(OCC)(=O)C>[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12]([NH:18][C:19]3[CH:24]=[C:23]([OH:25])[C:22]([CH3:33])=[CH:21][C:20]=3[F:34])=[N:13][CH:14]=[N:15]2)=[CH:10][C:9]=1[O:35][CH3:36])(=[O:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 21260357HCID 21260357, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 212603387-(2-Acetoxyethoxy)-4-(2-fluoro-5-hydroxy4-methylanilino)-6-methoxyquinazolineAusbeute 15 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 7-(2-acetoxyethoxy)-4-(5-benzyloxy-2-fluoro-4-methylanilino)-6-methoxyquinazoline (133 mg, 0.27 mmol) and 10% palladium-on-charcoal catalyst (50 mg) in ethyl acetate (8 ml) was stirred under 1 atmosphere of hydrogen at ambient temperature for 18 hours. The catalyst was removed by filtration through diatomaceous earth and most of the solvent removed by evaporation and hexane added to the residue. The resulting precipitated product was collected by filtration and dried to give 7-(2-acetoxyethoxy)-4-(2-fluoro-5-hydroxy4-methylanilino)-6-methoxyquinazoline (16 mg, 15%).

Aufarbeitung

  1. customThe catalyst was removed by filtration through diatomaceous earth and most of the solvent
  2. customremoved by evaporation and hexane
  3. additionadded to the residue
  4. customThe resulting precipitated product
  5. filtrationwas collected by filtration
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c5990c89cade4267922285d9ed2bf45c
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06184225B2

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