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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967013Generated: October 31, 2026

Triethylamine → 4-Amino-6,7-dimethoxy-2-[(+/-)-cis-octahydro-1-quinoxalinyl]-quinazoline dihydrochloride

https://huagongshe.com/reaction/967013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 90235—
ReactantHCID 15650612HCID 15650612—
Catalyst2-DimethylaminopyridineHCID 21885—
SolventIsoamyl AlcoholHCID 31260—
Product4-Amino-6,7-dimethoxy-2-[(+/-)-cis-octahydro-1-quinoxalinyl]-quinazoline dihydrochlorideHCID 86586310215.6%

Reaction Steps

A mixture of 7.85 g of 4-amino-2-chloro-6,7-dimethoxyquinazoline, 13.3 g of triethylamine, 0.4 g of dimethylaminopyridine, 11.5 g of cis-decahydroquinoxaline and 80 ml of i-amyl alcohol was stirred at reflux for 72 hours. After cooling to room temperature, the solvent was evaporated off and the residue was purified by flash chromatography, eluting with petroleum ether:ethyl acetate:methanol:28% ammonium hydroxide 8:6:2:0.2. The obtained residue obtained was transformed into the hydrochloride salt and crystallized from i-propanol/methanol 1:1 to give 14.7 g (73%) of the desired compound; m.p. 290-295° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06953800B2
Source datasetuspto-grants-2005_10
ORD IDord-a8ea2bb610f1474cb9167b2a8aa7175e
Source noteuspto-grants-2005_10