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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271297Generated: November 1, 2026

Potassium Iodide → 5-(tert-butoxycarbonylmethoxy)-2-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-1,2,3,4-tetrahydronaphthalene

https://huagongshe.com/reaction/1271297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl bromoacetateHCID 79177—
Reactant2-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-5-hydroxy-1,2,3,4-tetrahydronaphthaleneHCID 18452650—
SolventAcetonitrileHCID 6342—
Product5-(tert-butoxycarbonylmethoxy)-2-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-1,2,3,4-tetrahydronaphthaleneHCID 1845265980.6%

Reaction Steps

To a solution of 413 mg of 2-[N-(5,6-diphenylpyrazin-2-yl)-N-methyl(aminomethyl)]-5-hydroxy-1,2,3,4-tetrahydronaphthalene and 210 mg of tert-butyl bromoacetate in 10 ml of acetonitrile, a catalytic amount of potassium iodide and 163 mg of potassium carbonate were added and the mixture was heated at reflux for 4 hours. The insoluble matter was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 423 mg of the desired compound as a pale orange oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07205302B2
Source datasetuspto-grants-2007_04
ORD IDord-30d019179ffb42ffa6d2c10eba62df76
Source noteuspto-grants-2007_04