HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 178484081, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | HCID 178484079 | HCID 178484079 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178484081 | HCID 178484081 | — |
Reaction Steps
Trans-3-[4-(dimethylamino)cyclohexylcarbonylamino]-6-hydroxy-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (90 mg) obtained in Example 151 is dissolved in N,N-dimethylformamide (2 ml), and thereto are added cesium carbonate (110 mg) and t-butyl bromoacetate (35.5 μl). The mixture is stirred at room temperature for 12 hours, and further stirred at 50° C. for 2.5 hours. The reaction solution is allowed to stand for cooling, and diluted with water, and extracted with ethyl acetate. The organic layer is concentrated under reduced pressure, and the resulting residue is purified by NH-silica gel column chromatography (eluent: hexane/ethyl acetate=1/1, then ethyl acetate) to give the title compound (21 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531537B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-493c126411774c1f8eebae57acaeb103 |
| Source note | uspto-grants-2009_05 |