Potassium Carbonate → 4-(7-Azaindol-5-yloxy)-6-benzyloxy-7-methoxyquinazoline

HRID 916386Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 916386
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[O:19][CH3:20])[N:15]=[CH:14][N:13]=[C:12]2Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:22][C:23]1[CH:24]=[C:25]2[C:29](=[N:30][CH:31]=1)[NH:28][CH:27]=[CH:26]2.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[NH:28]1[C:29]2[C:25](=[CH:24][C:23]([O:22][C:12]3[C:11]4[C:16](=[CH:17][C:18]([O:19][CH3:20])=[C:9]([O:8][CH2:1][C:2]5[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=5)[CH:10]=4)[N:15]=[CH:14][N:13]=3)=[CH:31][N:30]=2)[CH:26]=[CH:27]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 114265806-(Benzyloxy)-4-chloro-7-methoxyquinazolineHCID 220307221H-Pyrrolo[2,3-b]pyridin-5-ol

Produkt 1

HCID 666467954-(7-Azaindol-5-yloxy)-6-benzyloxy-7-methoxyquinazolineAusbeute 60,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 6-benzyloxy-4-chloro-7-methoxyquinazoline (0.449 g, 1.49 mmol), (EP1153920 production examples 28-30), 5-hydroxy-7-azaindole (0.22 g, 1.64 mmol) and potassium carbonate (0.28 g, 2.02 mmol) in DMF (5 ml) was stirred at 95° C. for 3 hours. The mixture was filtered and the filtrate was evaporated and dried overnight under vacuum. The residue was triturated under methylene chloride and ethyl acetate and the solid was filtered and dried under vacuum to give 4-(7-azaindol-5-yloxy)-6-benzyloxy-7-methoxyquinazoline (0.36 g, 60%).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated
  3. customdried overnight under vacuum
  4. customThe residue was triturated under methylene chloride
  5. filtrationethyl acetate and the solid was filtered
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-be113b8b1d4c4147b66c326ff44e1801
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07268230B2

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