HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 58230554, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Methyl-1,2-dihydrospiro[indole-3,4'-piperidine] | HCID 10655739 | — |
| Reactant | HCID 58230603 | HCID 58230603 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58230554 | HCID 58230554 | 86.8% |
Reaction Steps
A mixture of 1-methylspiro[indoline-3,4′-piperidine] (0.0486 g, 0.204 mmol), ethyl (3S)-3-(4-{[4-(bromomethyl)benzyl]oxy}phenyl)hex-4-ynoate (0.100 g, 0.24 mmol), and Cs2CO3 (0.156 g, 0.48 mmol) in DMF (5 mL) is stirred at room temperature for 16 hours. The reaction mixture is diluted with water (30 mL) and extracted with EtOAc (3×25 mL). The combined organic layer is washed with water (3×25 mL) and saturated brine solution (25 mL), dried with a drying agent, filtered, and evaporated to dryness to give a liquid. The crude product is purified by silica gel chromatography (gradient EtOAc/hexane 30%) to give the title compound as a colourless liquid (0.095 g, 73.3%). ESI/MS m/z 537 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383642B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-0ab6dc1764dc4ee5913be224bbf8b9c5 |
| Source note | uspto-grants-2013_02 |