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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279651Generated: October 26, 2026

Methanol → 7-Amino4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)quinazoline hydrochloride

https://huagongshe.com/reaction/279651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-(2-Fluoro-5-methoxycarbonyloxy-4-methylanilino)7-nitroquinazoline hydrochlorideHCID 22625047—
CatalystPalladiumHCID 23938—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
Product7-Amino4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)quinazoline hydrochlorideHCID 2262508497.5%

Reaction Steps

A mixture of 4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-nitroquinazoline hydrochloride (5.3 g, 13 mmol) and 10% palladium-on-charcoal catalyst (1 g) in ethanol (100 ml), ethanolic hydrogen chloride (1.8 ml of a 7M solution) and methanol (20 ml) was stirred under hydrogen at 1.7 atmospheres pressure for 75 minutes. The catalyst was removed by filtration through diatomaceous earth and the filter pad thoroughly washed with methylene chloride, methanol and ether and the solvent was removed from the filtrate by evaporation to give 7-amino4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)quinazoline hydrochloride (4.8 g, 97%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362336B1
Source datasetuspto-grants-2002_03
ORD IDord-d287aec569004237b2bef94e72672fc3
Source noteuspto-grants-2002_03