HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67343119, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86627896 | HCID 86627896 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67343119 | HCID 67343119 | 62% |
Reaction Steps
Methyl 3-cyclohexyl-2-[2-[(2S)-oxiran-2-ylmethoxy]-4-(pyridin-2-ylmethoxy)phenyl]-1H-indole-6-carboxylate was dissolved in DMF (0.1 M) and the solution was added slowly to a suspension of Cs2CO3 (0.5 eq) in DMF at 65° C. After 1 h the mixture was diluted with Et2O. The solution was extracted with H2O, sat. aq. NaHCO3 and brine. After drying over Na2SO4 all volatiles were evaporated in vacuo to leave an orange amorphous solid. The product was purified by FC (PE:EtOAc, 1:1+1% NEt3 to wash away remaining starting material, then EtOAc:MeOH, 9:1+1% NEt3). The product was obtained as a yellowish amorphous solid (62%). (ES+) m/z 513 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989438B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-0223d39a95b44d69a37999db16ca6d5d |
| Source note | uspto-grants-2011_08 |