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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454124Generated: October 30, 2026

4-(4-Bromo-2-fluorophenoxy)-7-(3-(N-tertbutoxycarbonylamino)propoxy)-6-methoxyquinazoline → 7-(3-Aminopropoxy)-4-(4-bromo-2-fluorophenoxy)-6-methoxyquinazoline

https://huagongshe.com/reaction/454124

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-Bromo-2-fluorophenoxy)-7-(3-(N-tertbutoxycarbonylamino)propoxy)-6-methoxyquinazolineHCID 22030680—
SolventTrifluoroacetic acidHCID 6422—
Product7-(3-Aminopropoxy)-4-(4-bromo-2-fluorophenoxy)-6-methoxyquinazolineHCID 22030870100%

Reaction Conditions

Temperature85 °C

Reaction Steps

4-(4-Bromo-2-fluorophenoxy)-7-(3-(N-tertbutoxycarbonylamino)propoxy)-6-methoxyquinazoline (5.46 g, 10.5 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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-a449cf6d1b0c410bb92e1addb03650b0
Source noteuspto-grants-2013_07