HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-fluoro-3-oxo-N-(5-phenyl-2-pyrazinyl)spiro-[isobenzofuran-1(3H),4'-piperidine]-1'-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl 5-phenylpyrazin-2-ylcarbamate | HCID 9879110 | — |
| Reactant | 6-fluorospiro[isobenzofuran-1(3H),4'-piperidine]-3-one hydrochloride | HCID 22660773 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 6-fluoro-3-oxo-N-(5-phenyl-2-pyrazinyl)spiro-[isobenzofuran-1(3H),4'-piperidine]-1'-carboxamide | HCID 9888267 | 97.2% |
Reaction Steps
A mixture of 6-fluorospiro[isobenzofuran-1(3H),4′-piperidine]-3-one hydrochloride (64 mg), phenyl N-(5-phenyl-2-pyrazinyl)carbamate (73 mg) and triethylamine (174 UL) in chloroform (5 mL) was stirred at 80 for 2 hours. The reaction mixture was poured into water and extracted with chloroform (20 mL). The organic layer was washed with saturated saline solution (20 mL), then dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=4/1 to 1/2) and recrystallized from ethyl ether-hexane to give the subject compound (101 mg) as colorless crystals (melting point 222-224° C).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06723847B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-1396bea0247c42ebad8fe833d32c3b0d |
| Source note | uspto-grants-2004_04 |