HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 6-Methoxy-4-phenoxy-7-(2-(pyrrolidin-1-yl)ethoxy)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(2-Chloroethyl)pyrrolidine hydrochloride | HCID 81668 | — |
| Reactant | 7-Hydroxy-6-methoxy-4-phenoxyquinazoline | HCID 135496137 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Methoxy-4-phenoxy-7-(2-(pyrrolidin-1-yl)ethoxy)quinazoline | HCID 21699275 | 15% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
1-(2-Chloroethyl)pyrrolidine hydrochloride (1.27 g, 7.5 mmol) was added to 7-hydroxy-6-methoxy-4-phenoxyquinazoline (1.0 g, 3.7 mmol), and potassium carbonate (3.9 g, 28.3 mmol) in DMF (30 ml). The mixture was heated at 110° C. for 4 hours and allowed to cool. The mixture was filtered, and the volatiles were removed from the filtrate by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol/ammonia, (100/8/1) to give an oil which was triturated with ethyl acetate to give 6-methoxy-4-phenoxy-7-(2-(pyrrolidin-1-yl)ethoxy)quinazoline (200 mg, 15%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06294532B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-7effe967a9a744359d801c5feeca77b2 |
| Source note | uspto-grants-2001_09 |