HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67299224, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86640796 | HCID 86640796 | — |
| Reactant | N-(3-fluoro-4-(7-hydroxyquinolin-4-yloxy)phenyl)-N-phenylcyclopropane-1,1-dicarboxamide | HCID 136347992 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 67299224 | HCID 67299224 | 99.9% |
Reaction Steps
To a mixture of 3-(1-hydroxycyclopropyl)propyl methanesulfonate (170.7 mg, 0.877 mmol, from example 9) and N-(4-(7-hydroxyquinolin-4-yloxy)-3-fluorophenyl)-N-phenylcyclopropane-1,1-dicarboxamide (300 mg, 0.656 mmol) in 5 mL of N,N-dimethylacetamide was added cesium carbonate (893 mg, 2.74 mmol). After stirring at room temperature for 36 hrs, then the reaction mixture was warmed to 40° C. for 8 hrs. The reaction mixture was concentrated in vacuo and the residue was chromatographed with a silica gel column (4:1 (v/v) EtOAc/n-hexane) to afford the title compound as a white solid (364.1 mg, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293897B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-b41a2905574843d2997ced203e55b76f |
| Source note | uspto-grants-2012_10 |