HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → 4-Amino-6,7-dimethoxy-2-[(+/-)-4-(2-isopropyl-6-methoxyphenoxyacetyl)-cis-octahydro-1-quinoxalinyl]quinazoline hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 2-Methoxy-6-(propan-2-yl)phenol | HCID 12521284 | — |
| Reactant | 4-Amino-6,7-dimethoxy-2-[4-chloroacetyl-(+/-)-cis-octahydro-1-quinoxalinyl]-quinazoline hydrochloride | HCID 86759861 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Amino-6,7-dimethoxy-2-[(+/-)-4-(2-isopropyl-6-methoxyphenoxyacetyl)-cis-octahydro-1-quinoxalinyl]quinazoline hydrochloride | HCID 86759863 | 21% |
Reaction Steps
10 ml of a freshly prepared 0.095M EtONa solution was added to a stirred solution of 0.16 g of 2-isopropyl-6-methoxyphenol in 5 ml of ethanol and stirring was continued for 0.5 hours at room temperature. The resulting solution was added dropwise in 15 minutes into a stirred solution 0.2 g of the above intermediate 4B in 50 ml of ethanol under nitrogen atmosphere. The mixture was stirred for 5 hours at room temperature and was then refluxed for 20 hours. The residue obtained after solvent evaporation was converted into the hydrochloride salt and crystallized from i-propanol to give 0.64 g (21%) of the title compound; m.p. 208-209° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06953800B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-bc172c044fd94a30900a77aaf3880ef4 |
| Source note | uspto-grants-2005_10 |