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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1732329Generated: October 31, 2026

Hydrochloric Acid → HCID 14022356, compound

https://huagongshe.com/reaction/1732329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 90235—
Reactant4-(2-Ethoxyethoxy)piperidineHCID 14022385—
Solvent1-ButanolHCID 263—
SolventEthanolHCID 702—
ProductHCID 14022356HCID 1402235645.9%

Reaction Steps

4-Amino-2-chloro-6,7-dimethoxyquinazoline (4.3 g.), 4-(2-ethoxyethoxy)piperidine (3.2 g.) and triethylamine (10 ml.) in n-butanol (400 ml.) were heated at reflux overnight under an atmosphere of nitrogen. The mixture was then cooled, evaporated in vacuo, and the residue basified (aqueous Na2CO3) and extracted 3 times with chloroform. The combined chloroform extracts were evaporated and the residue chromatographed on neutral alumina (150 g., Grade I, deactivated with 5 ml water). Elution with chloroform gave the crude product (3.6 g.) which was converted to the hydrochloride salt by treatment with hydrogen chloride in ethanol. The hydrochloride was then recrystallized from ethanol/isopropanol to give 4-amino-6,7-dimethoxy-2-[4-(2-ethoxyethoxy)piperidino]quinazoline hydrochloride (3.4 g.), m.p. 219°-220° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04237138
Source datasetuspto-grants-1980_12
ORD IDord-51b1d4af8f95421ea7e034b6a543f1b8
Source noteuspto-grants-1980_12