Sodium Methoxide → 2-[7-(3-Fluoro-benzyloxy)-2-methyl-4-oxo-4H-quinazolin-3-yl]-acetamide

HRID 7630

Reaktionsgleichung

Reaktionsgleichung von HRID 7630
[F:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:18])[NH:12][C:13]([CH3:17])=[N:14]2)=[CH:9][CH:8]=1.NC1C=C(OCC2C=CC=C(F)C=2)C=CC=1C(O)=O.CCO[C:44]([C:46]([NH2:48])=[O:47])=O.Cl.C[O-].[Na+]>CO.O>[F:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:18])[N:12]([CH2:44][C:46]([NH2:48])=[O:47])[C:13]([CH3:17])=[N:14]2)=[CH:9][CH:8]=1

Komponenten

7

Versuchsvorschrift

7-(3-Fluoro-benzyloxy)-2-methyl-3H-quinazolin-4-one: To a mixture of 2-amino-4-(3-fluoro-benzyloxy)-benzoic acid (2.0 g, 7.7 mmol) and ethyl acetamidate HCl (1.9 g, 15.3 mmol) in methanol (30 mL) was added sodium methoxide (5.4 M, 0.83 g, 15.3 mmol) and the resulting mixture was heated under reflux for 19 h. After this time ethyl acetamidate HCl (1.9 g, 15.3 mmol) and sodium methoxide (5.4 M, 0.83 g, 15.3 mmol) was added and the resulting mixture heated for another 1 h. After cooling to rt the mixture was poured into water (40 mL) and then the resulting precipitate was stirred for 2 h, and filtered off to afford the title compound (2.1 g, 97%) as an off-white solid. MS: m/e=283.1 (M−H).

Aufarbeitung

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 19 h
  3. temperaturethe resulting mixture heated for another 1 h
  4. filtrationfiltered off

Quellen und Nachweise

ORD-Eintrag
ord-b61c6f8fbaaa4529848801b75a7c15ca
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087612B2

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