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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453663Generated: October 27, 2026

Trifluoroacetic acid → 3-(2-Chloro-6,7-dimethoxyquinazolin-4-yl)phenylamine

https://huagongshe.com/reaction/453663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactantt-Butyl [3-(2-chloro-6,7-dimethoxyquinazolin-4-yl)phenyl]carbamateHCID 86650315—
Product3-(2-Chloro-6,7-dimethoxyquinazolin-4-yl)phenylamineHCID 5760953996.9%

Reaction Conditions

Temperature5 °C

Reaction Steps

Under a nitrogen atmosphere, 420 mg (1.00 mmol) of t-butyl [3-(2-chloro-6,7-dimethoxyquinazolin-4-yl)phenyl]carbamate was allowed to cool down to 5° C., trifluoroacetic acid (1 mL) was added dropwise while stirring, and the mixture was stirred at room temperature. The mixture was stirred for 1.25 hours, then allowed to cool down to 5° C. to 10° C., 2 N aqueous sodium hydroxide solution (6.2 mL) was added dropwise to precipitate pale yellow crystals. The mixture was stirred at room temperature for 15 minutes, and the precipitated crystals were filtration and dried to give 306 mg of a target product (yield: 95.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492543B2
Source datasetuspto-grants-2013_07
ORD IDord-12178f500fd24e23a820f90266539ab5
Source noteuspto-grants-2013_07