HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-Benzyloxy-4-(4-chloro-2,6-difluoroanilino)-6-methoxyquinazoline → 4-(4-Chloro-2,6-difluoroanilino)-7-hydroxy-6-methoxyquinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-Benzyloxy-4-(4-chloro-2,6-difluoroanilino)-6-methoxyquinazoline | HCID 11059028 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 4-(4-Chloro-2,6-difluoroanilino)-7-hydroxy-6-methoxyquinazoline | HCID 135496854 | 80% |
Reaction Steps
A solution of 7-benzyloxy-4-(4-chloro-2,6-difluoroanilino)-6-methoxyquinazoline (200 mg, 0.47 mmol) in TFA (3 ml) was stirred at 80° C. for 3 hours. After cooling, the volatiles were removed under vacuum and the residue was dissolved in water containing 5% methanol. The pH was adjusted to 8 with sodium hydrogen carbonate and the solid was collected by filtration and washed with water. The solid was solubilised in a mixture of ethyl acetate/methanol/methylene chloride (47/6/47). The volatiles were removed under vacuum to give 4-(4-chloro-2,6-difluoroanilino)-7-hydroxy-6-methoxyquinazoline (126 mg, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040548B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-2edf2dfc24e0486e9d6baa983d2e2844 |
| Source note | uspto-grants-2015_05 |