HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane ethanol → HCID 67196582, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane ethanol | HCID 21584144 | — |
| Reactant | HCID 67194682 | HCID 67194682 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67196582 | HCID 67196582 | 93.2% |
Reaction Steps
Tert-butyl 4-(6-fluoro-4-iodo-1-methyl-3-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-1-carboxylate (240 mg, 0.5 mmol) and copper(I) cyanide (67 mg, 0.75 mmol) were dissolved in N,N-dimethylformamide (2 mL) and the resulting solution was refluxed under nitrogen atmosphere for 3 hours. The solvent was removed under reduced pressure and the residue was diluted with dichloromethane and washed with 15% ammonium hydroxide. Organic phase was dried over sodium sulfate, filtered and evaporated. Column chromatography (dichloromethane/ethanol:95/5) afforded title compound (174 mg, 93% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765972B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-7956ac75b01c42bd8c6628196d21a801 |
| Source note | uspto-grants-2014_07 |