HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67389612, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Carbonate | HCID 11125 | — |
| Reactant | 4-Fluoro-2-methoxybenzonitrile | HCID 2783329 | — |
| Reactant | (2S,3R)-3-cyclopropyl-2-isopropylpyrrolidin-3-ol | HCID 59273011 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 67389612 | HCID 67389612 | 45% |
Reaction Steps
A suspension (5 mL) of (2R,3S)-2,4,4-trimethylpyrrolidin-3-ol 0.5 oxalate (152 mg), 4-fluoro-2-methoxybenzonitrile (183 mg) and lithium carbonate (155 mg) in DMSO was stirred at 100° C. for 15 hr, added to water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=50/1→2/3) to give the title compound as a colorless solid (yield: 103 mg, yield: 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08013008B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-26b0d105c5e940b78d00bfb10b97e641 |
| Source note | uspto-grants-2011_09 |