HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(2-Fluoro-5-hydroxy4-methylanilino)-7-hydroxy-6-methoxyquinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(2-Fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-hydroxy-6-methoxyquinazoline | HCID 135549390 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-(2-Fluoro-5-hydroxy4-methylanilino)-7-hydroxy-6-methoxyquinazoline | HCID 135549384 | 45.1% |
Reaction Steps
1M Aqueous sodium hydroxide solution (4 ml, 4 mmol) was added to a solution of 4-(2-fluoro-5-methoxycarbonyloxy4-methylanilino)-7-hydroxy-6-methoxyquinazoline (820 mg, 2.2 mmol) in methanol (20 ml) and the mixture stirred for 1 hour at ambient temperature. Concentrated hydrochloric acid (0.8 ml) was added, the volatiles removed by evaporation and the residue purified by column chromatography eluting with methylene chloride/methanol (60/40) to give 4-(2-fluoro-5-hydroxy4-methylanilino)-7-hydroxy-6-methoxyquinazoline (313 mg, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06184225B2 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-21be697f4d1642c9870b42839caafa10 |
| Source note | uspto-grants-2001_02 |