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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876213Generated: October 31, 2026

4-ethoxy-2-fluoroaniline → HCID 59242016, compound

https://huagongshe.com/reaction/1876213

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ethoxy-2-fluoroanilineHCID 3734462—
Reactant4-Chloro-2-(chloromethyl)quinazolineHCID 13157520—
Reactant(2-Chloromethyl-quinazolin-4-yl)-(4-ethoxy-2-fluoro-phenyl)-amine hydrochlorideHCID 68519575—
CatalystHydrochloric AcidHCID 313—
SolventIsopropanolHCID 3776—
ProductHCID 59242016HCID 59242016—

Reaction Steps

(2-Chloromethyl-quinazolin-4-yl)-(4-ethoxy-2-fluoro-phenyl)-amine hydrochloride: To 4-chloro-2-chloromethyl-quinazoline (500 mg, 2.3 mmol) dissolved in isopropanol (7.6 mL) was added 4-ethoxy-2-fluoro-phenylamine (540 mg, 2.8 mmol) and HCl (12 M, 1 drop). The reaction was stirred overnight at room temperature. The resulting precipitate was filtered to give 613 mg of the title compound. 1H NMR (DMSO-d6) δ 8.76 (d, 1H), 8.1 (t, 1H), 7.98 (d 1H), 7.85 (t, 1H), 7.47 (t 1H), 7.04 (d, 1H), 6.90 (d, 1H), 4.75 (s, 2H), 4.1 (q, 2H), 1.36 (t, 3H); LC-MS (ESI+; 351 ([M+H]+)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309562B2
Source datasetuspto-grants-2012_11
ORD IDord-70c5cc815024442885fa41608ef725c4
Source noteuspto-grants-2012_11