HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(4-Chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 7-Benzyloxy-4-(4-chloro-2-fluorophenoxy)-6-methoxyquinazoline | HCID 21874825 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(4-Chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazoline | HCID 135616204 | 105.8% |
Reaction Steps
A mixture of 7-benzyloxy-4-(4-chloro-2-fluorophenoxy)-6-methoxyquinazoline (23 g) and trifluoroacetic acid (150 ml) was stirred and heated to reflux for 3 hours. The reaction mixture was allowed to cool to ambient temperature. Toluene was added and the mixture was evaporated. The residue was triturated under diethyl ether and then under acetone. The precipitate was collected by filtration and dried to give 4-(4-chloro-2-fluorophenoxy)-7-hydroxy-6-methoxyquinazoline (19 g) which was used without further purification; NMR: (DMSOd6) 3.97 (s, 3H), 7.22 (s, 1H), 7.39 (d, 1H), 7.53 (m, 2H), 7.67 (m, 1H), 8.46 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06593333B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-c33ba17b71814227a5607ee3a4d1cc39 |
| Source note | uspto-grants-2003_07 |