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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634655Generated: October 30, 2026

HCID 21260325, compound → HCID 135549381, compound

https://huagongshe.com/reaction/634655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 21260325HCID 21260325—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
ProductHCID 135549381HCID 13554938183.3%

Reaction Steps

A solution of 4-(5-acetoxy-4-chloro-2-fluoroanilino)-7-benzyloxy-6-methoxyquinazoline (250 mg, 0.54 mmol) in methanol (5 ml), trichloromethane (5 ml) and DMF (1 ml) was stirred under hydrogen at 1 atmosphere with 5% palladium-on-charcoal catalyst (100 mg) for 4 hours. The catalyst was removed by filtration through diatomaceous earth and the solvent removed by evaporation. The residue was dissolved in ethyl acetate, washed with water and brine, and dried (MgSO4). Most of the solvent was removed by evaporation, the mixture was cooled and hexane added to obtain solid product which was collected by filtration, washed with hexane/ethyl acetate and dried to give 4-(5-acetoxy-4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (170 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06184225B2
Source datasetuspto-grants-2001_02
ORD IDord-796548ede6634eebbcee85dbc2b31d29
Source noteuspto-grants-2001_02