HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 22390712, compound → HCID 57932476, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 22390712 | HCID 22390712 | — |
| Reactant | HCID 86604870 | HCID 86604870 | — |
| Catalyst | Copper sulfate pentahydrate | HCID 24463 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57932476 | HCID 57932476 | — |
Reaction Steps
To a solution of (R)-3-(prop-2-ynyl)-4-tosylpiperazin-2-one (292 mg, 1 mmol) and 4-(2-azidoethyl)benzonitrile (172 mg, 1 mmol) in dioxane (3 mL) and t-BuOH (4 mL) was added a solution of copper(2+) sulfate, pentahydrate (249 mg, 1 mmol) in 0.5 mL of water, followed with a solution of (+)-sodium 1-ascorbate (198 mg, 1 mmol) in 0.5 mL of water. The resulting solution was stirred at room temperature for 2 h. The reaction was diluted with EtOAc, washed with brine, dried over Na2SO4, and evaporated to dryness. Flash chromatography (SiO2, EtOAc to EtOAc/MeOH=100:10 to 100:15) afforded the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612060B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-07ca05b2b97a4481a879d2b12381e166 |
| Source note | uspto-grants-2009_11 |