HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86647195, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Pentafluorophenol | HCID 13041 | — |
| Reactant | HCID 66598276 | HCID 66598276 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86647195 | HCID 86647195 | 119.4% |
Reaction Steps
5-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-4-propyl picolinic acid (134 mg, 0.307 mmol) was dissolved in ethyl acetate (6.2 mL). At room temperature, pentafluorophenol (68 mg, 0.368 mmol) and N,N′-dicyclohexylcarbodiimide (76 mg, 0.368 mmol) were added sequentially, and the mixture was stirred at room temperature overnight. The reaction solution was added water under ice-cold conditions, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate), and the title compound (189 mg (yield >99%)) was obtained as a yellow brown crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551985B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-4d3974e3fc634282b6273f42137bd870 |
| Source note | uspto-grants-2013_10 |