HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 24986663, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Carbonate | HCID 11125 | — |
| Reactant | 2,4-Difluorobenzonitrile | HCID 77545 | — |
| Reactant | (2S,3S)-2,3-dimethylpyrrolidin-3-ol | HCID 59556870 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 24986663 | HCID 24986663 | 57% |
Reaction Steps
A solution (2 mL) of (2S,3S)-2,3-dimethylpyrrolidin-3-ol 0.5 oxalate (228 mg), 2,4-difluorobenzonitrile (292 mg) and lithium carbonate (206 mg) in DMSO was stirred at 80° C. for 18 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=9:1→2:1) and recrystallized from hexane-isopropyl ether to give the title compound as a colorless solid (yield: 188 mg, yield: 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08013008B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-3596dd5b86544e2baebcd801e2eccfac |
| Source note | uspto-grants-2011_09 |