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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22767Generated: October 26, 2026

Hydrochloric Acid → 4-(7-Benzofuranylamino)-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazoline

https://huagongshe.com/reaction/22767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzofuran-7-amineHCID 11217277—
Reactant4-Chloro-6-methoxy-7-(3-(4-methylpiperazin-1-yl)propoxy)quinazolineHCID 11245061—
SolventIsopropanolHCID 3776—
Product4-(7-Benzofuranylamino)-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazolineHCID 991148570.6%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 4-chloro-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazoline (0.1 g), 7-aminobenzofuran (0.057 g), isopropanol (4 ml) and a solution of hydrogen chloride in isopropanol (6M, 0.06 ml) was stirred and heated to 85° C. for 3 hours. The resultant mixture was cooled to ambient temperature and the precipitate was isolated by filtration, washed in turn with a 1:1 mixture of diethyl ether and isopropanol and with diethyl ether and dried under vacuum. There was thus obtained the title compound (0.09 g) as a dihydrochloride salt; NMR Spectrum: (DMSOd6 and CF3COOD) 2.35 (m, 2H), 2.9 (s, 3H), 3.45 (br m, 5H), 3.8 (br m, 5H), 4.05 (s, 3H), 4.35 (t, 2H), 7.1 (d, 1H), 7.45 (m, 3H), 7.75 (d, 1H), 8.05 (s, 1H), 8.25 (s, 1H), 8.8 (s, 1H); Mass Spectrum: M+H+ 448.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06849625B2
Source datasetuspto-grants-2005_02
ORD IDord-9afff1b7f8194970a2c866143330cf5a
Source noteuspto-grants-2005_02