HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67250244, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 58020731 | HCID 58020731 | — |
| Reactant | tert-butyl 2-(7-hydroxy-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate | HCID 67249455 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67250244 | HCID 67250244 | 83.2% |
Reaction Steps
tert-Butyl 2-(7-hydroxy-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate (0.04 g, 0.139 mmol) was dissolved in DMF (1.0 mL) and cesium carbonate (0.045 g, 0.139 mmol) and 4-(chloromethyl)-1-isobutyl-2-(trifluoromethyl)benzene (0.035 g, 0.139 mmol) was added. The reaction mixture was stirred at room temperature for 48 h and then filtered through Celite®. The filtrate was partitioned between EtOAc and water. The aqueous layer was extracted two additional times with EtOAc and the combined extracts were dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to provide the title compound (58 mg). LCMS m/z=502.6 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108969B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-5d218c22436541f0bc452980f6c4235b |
| Source note | uspto-grants-2015_08 |