HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Ascorbate → (R)-4-(3,4-dichlorophenylsulfonyl)-3-((1-((R)-2-(2,2,2-trifluoroacetyl)-1,2,3,4,6,7,8,9-octahydrobenzo[g]isoquinolin-6-yl)-1H-1,2,3-triazol-4-yl)methyl)-3,4-dihydropyrazin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Ascorbate | HCID 23667548 | — |
| Reactant | (R)-1-(6-azido-3,4,6,7,8,9-hexahydrobenzo[g]isoquinolin-2(1H)-yl)-2,2,2-trifluoroethanone | HCID 58597252 | — |
| Reactant | (R)-4-(3,4-dichlorobenzenesulfonyl)-3-(prop-2-ynyl)-3,4-dihydropyrazin-2(1H)-one | HCID 86604867 | — |
| Catalyst | Copper sulfate pentahydrate | HCID 24463 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-4-(3,4-dichlorophenylsulfonyl)-3-((1-((R)-2-(2,2,2-trifluoroacetyl)-1,2,3,4,6,7,8,9-octahydrobenzo[g]isoquinolin-6-yl)-1H-1,2,3-triazol-4-yl)methyl)-3,4-dihydropyrazin-2(1H)-one | HCID 86760974 | — |
Reaction Steps
To a solution of (R)-4-(3,4-dichlorophenylsulfonyl)-3-(prop-2-ynyl)-3,4-dihydropyrazin-2(1H)-one (345 mg, 1 mmol) and (R)-1-(6-azido-3,4,6,7,8,9-hexahydrobenzo[g]isoquinolin-2(1H)-yl)-2,2,2-trifluoroethanone (324 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 water (0.5 mL), followed by a solution of (+)-sodium l-ascorbate (198 mg, 1 mmol) in water (0.5 mL). The resulting solution was stirred at room temperature for 16.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612060B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-e6908732360f4122b80834c4759e348c |
| Source note | uspto-grants-2009_11 |