HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 6-Ethyl-3-oxo-n-(5-phenyl-2-pyrazinyl)spiro[isobenzofuran-1-(3h),4'-piperidine]-1'-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phenyl 5-phenylpyrazin-2-ylcarbamate | HCID 9879110 | — |
| Reactant | 6-ethylspiro[isobenzofuran-1(3H),4'-piperidine]-3-one hydrochloride | HCID 22660715 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-Ethyl-3-oxo-n-(5-phenyl-2-pyrazinyl)spiro[isobenzofuran-1-(3h),4'-piperidine]-1'-carboxamide | HCID 22660753 | 54.2% |
Reaction Steps
To a suspension of 6-ethylspiro[isobenzofuran-1(3H),4′-piperidine]-3-one hydrochloride (53 mg) and phenyl N-(5-phenyl-2-pyrazinyl)carbamate (58 mg) in dimethyl sulfoxide (1 mL) was added 10 M sodium hydroxide aqueous solution (0.02 mL). The mixture was vigorously stirred for 5 minutes followed by partition between water and ethyl acetate. The organic layer was separated and then washed with saturated saline solution and then dried over anhydrous Na2SO4 The concentration of the organic solvent left a residue, which was subjected to the crystallization from ethyl acetate to give the subject compound (46 mg) as crystals (melting point 176-178° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06803372B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-89b94acaf0c34eb191ef3e624fd24a95 |
| Source note | uspto-grants-2004_10 |