HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-Amino-6,7-dimethoxy-2-[(+/-)-cis-octahydro-1-quinoxalinyl]-quinazoline dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-6,7-dimethoxy-4-quinazolinamine | HCID 90235 | — |
| Reactant | HCID 15650612 | HCID 15650612 | — |
| Catalyst | 2-Dimethylaminopyridine | HCID 21885 | — |
| Solvent | Isoamyl Alcohol | HCID 31260 | — |
| Product | 4-Amino-6,7-dimethoxy-2-[(+/-)-cis-octahydro-1-quinoxalinyl]-quinazoline dihydrochloride | HCID 86586310 | 215.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06953800B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-a8ea2bb610f1474cb9167b2a8aa7175e |
| Source note | uspto-grants-2005_10 |