Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432027Generated: October 31, 2026

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

https://huagongshe.com/reaction/1432027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AscorbateHCID 23667548—
Reactant(R)-1-(6-azido-3,4,6,7,8,9-hexahydrobenzo[g]isoquinolin-2(1H)-yl)-2,2,2-trifluoroethanoneHCID 58597252—
Reactant(R)-4-(3,4-dichlorobenzenesulfonyl)-3-(prop-2-ynyl)-3,4-dihydropyrazin-2(1H)-oneHCID 86604867—
CatalystCopper sulfate pentahydrateHCID 24463—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
Solvent1,4-DioxaneHCID 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)-oneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612060B2
Source datasetuspto-grants-2009_11
ORD IDord-e6908732360f4122b80834c4759e348c
Source noteuspto-grants-2009_11