HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → N-(3-fluoro-4-(7-((1-hydroxycyclopropyl)methoxy)-6-methoxyquinolin-4-yloxy)phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-((4-(4-(1-(Carbamoyl)cyclopropanecarboxamido)-2-fluorophenoxy)-6-methoxyquinolin-7-yloxy)methyl)cyclopropyl benzoate | HCID 66669859 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(3-fluoro-4-(7-((1-hydroxycyclopropyl)methoxy)-6-methoxyquinolin-4-yloxy)phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide | HCID 68740489 | 153.4% |
Reaction Steps
To a solution of 1-((4-(4-(1-(carbamoyl)cyclopropanecarboxamido)-2-fluorophenoxy)-6-methoxyquinolin-7-yloxy)methyl)cyclopropyl benzoate (800 mg, 1.178 mmol) in CH3OH (10 mL) was added aqueous NaOH (94 mg, 2.356 mmol) solution (5 mL). The reaction was stirred at rt overnight. The suspension was concentrated, and the residual was purified by a silica gel column chromatography (EtOAc to 100:1 (v/v) EtOAc/CH3OH) to give the title product as a white solid (520 mg, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232294B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-3d42e165fdc04e348a23531f5087b45b |
| Source note | uspto-grants-2012_07 |