HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 2-[(2-Oxopiperazin-1-yl)methyl]indane-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl (2-{(chloroacetyl)[(5-cyano-2,3-dihydro-1H-inden-2-yl)methyl]amino}ethyl)carbamate | HCID 131732679 | — |
| Solvent | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Product | 2-[(2-Oxopiperazin-1-yl)methyl]indane-5-carbonitrile | HCID 89525045 | — |
Reaction Steps
A mixture of tert-Butyl (2-{(chloroacetyl)[(5-cyano-2,3-dihydro-1H-inden-2-yl)methyl]amino}ethyl)carbamate (350 mg, 0.9 mmol) in HCl/dioxane (20 mL) was stirred at RT for 12 hours and then concentrated to dryness. To the residue was added 20 mL EtOH and K2CO3 (500 mg, 3.7 mmol). The resulting mixture was heated to reflux for 4 hrs before cooled to RT and filtered. The filtrate was concentrate and the residue was partitioned between EtOAc and water. The organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated to dryness to give 2-[(2-Oxopiperazin-1-yl)methyl]indane-5-carbonitrile. MS m/z: 256 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999990B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-af1b562feedd4379b7bde79cdc20bbe0 |
| Source note | uspto-grants-2015_04 |