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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876098Generated: November 2, 2026

Hydrochloric Acid → (2-Fluoromethyl-quinazolin-4-yl)-(4-methoxy-phenyl)-methyl-amine

https://huagongshe.com/reaction/1876098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl AnthranilateHCID 8635—
ReactantAcetonitrile, fluoro-HCID 10420—
Reactant1,4-DioxaneHCID 31275—
Reactant2-(Fluoromethyl)quinazolin-4(1H)-oneHCID 136245233—
Product(2-Fluoromethyl-quinazolin-4-yl)-(4-methoxy-phenyl)-methyl-amineHCID 1120870939%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Fluoromethyl-quinazolin-4(3H)-one: To a solution of 2-amino-benzoic acid methyl ester (151 mg, 1 mmol) and fluoro-acetonitrile (0.14 ml, 2.5 mmol) in dioxane (5 ml) at room temperature was added concentrated HCl (0.05 ml) dropwise. The mixture was heated at 80° C. for 24 h and then cooled to room temperature. The resulting solid was collected and dissolved in water (10 ml), and the solution was neutralized with saturated aqueous NaHCO3 to pH 7. The solution was extracted by ethyl acetate. The extracts were evaporated, and the residue was purified by column chromatography on silica gel with ethyl acetate and hexane (1:1) as eluent, yielding 70 mg (39%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309562B2
Source datasetuspto-grants-2012_11
ORD IDord-fc4a540bc49b4727ae3b142f958ff3c9
Source noteuspto-grants-2012_11