4-(4-Bromo-2-fluorophenoxy)-7-(3-(N-tertbutoxycarbonylamino)propoxy)-6-methoxyquinazoline → 7-(3-Aminopropoxy)-4-(4-bromo-2-fluorophenoxy)-6-methoxyquinazoline
Reaktionsgleichung
[Br:1][C:2]1[CH:32]=[CH:31][C:5]([O:6][C:7]2[C:16]3[C:11](=[CH:12][C:13]([O:19][CH2:20][CH2:21][CH2:22][NH:23]C(OC(C)(C)C)=O)=[C:14]([O:17][CH3:18])[CH:15]=3)[N:10]=[CH:9][N:8]=2)=[C:4]([F:33])[CH:3]=1>FC(F)(F)C(O)=O>[NH2:23][CH2:22][CH2:21][CH2:20][O:19][C:13]1[CH:12]=[C:11]2[C:16]([C:7]([O:6][C:5]3[CH:31]=[CH:32][C:2]([Br:1])=[CH:3][C:4]=3[F:33])=[N:8][CH:9]=[N:10]2)=[CH:15][C:14]=1[O:17][CH3:18]Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 85 °C
Versuchsvorschrift
4-(4-Bromo-2-fluorophenoxy)-7-(3-(N-tertbutoxycarbonylamino)propoxy)-6-methoxyquinazoline (5.46 g, 0.5 mmol) was taken up in trifluoroacetic acid (75 ml) and heated at 85° C. for 1.5 hours. The solution was allowed to cool and the excess trifluoroacetic acid removed by evaporation. The residue was then treated with aqueous ammonia (0.88) solution, extracted with dichloromethane (3×150 ml) and filtered through phase separating paper. The solvent was removed by evaporation to give 7-(3-aminopropoxy)-4-(4-bromo-2-fluorophenoxy)-6-methoxyquinazoline (4.42 g, 100%).
Aufarbeitung
- temperatureto cool
- customthe excess trifluoroacetic acid removed by evaporation
- additionThe residue was then treated with aqueous ammonia (0.88) solution
- extractionextracted with dichloromethane (3×150 ml)
- filtrationfiltered through phase
- customseparating paper
- customThe solvent was removed by evaporation
Quellen und Nachweise
- ORD-Eintrag
- ord-858dd9b659494367896f342f1efb8810
- Quelldatensatz
- uspto-grants-2006_07
- Patentnummer
- US07074800B1
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