HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → (R/S)-Ethyl 2-(7-(Cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 2-(7-hydroxy-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetate | HCID 53345675 | — |
| Reactant | 4-(Chloromethyl)-1-cyclopentyl-2-(trifluoromethyl)benzene | HCID 53402602 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R/S)-Ethyl 2-(7-(Cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetate | HCID 131737200 | 41.3% |
Reaction Steps
To a solution of ethyl 2-(7-hydroxy-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetate (50.0 mg, 0.193 mmol) and 4-(chloromethyl)-1-cyclopentyl-2-(trifluoromethyl)benzene (152.0 mg, 0.578 mmol) in DMF (3 mL) was added cesium carbonate (75.0 mg, 0.231 mmol). The mixture was stirred at room temperature overnight, filtered through Celite®, and concentrated under reduced pressure. The residue was purified by HPLC to give the title compound as a light pink oil (38.7 mg). LCMS m/z=486.5 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447041B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-630219a065ec49309e23dc6be3a6dec8 |
| Source note | uspto-grants-2016_09 |