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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644450Generated: October 25, 2026

Sodium hydride → tert-Butyl{1-[2-(6,7-dimethoxy-2-oxoquinoxalin-1(2H)-yl)ethyl]piperidin-4-yl}carbamate

https://huagongshe.com/reaction/1644450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant6,7-Dimethoxyquinoxalin-2-olHCID 11333210—
Reactant2-(4-((Tert-butoxycarbonyl)amino)piperidin-1-yl)ethyl methanesulfonateHCID 56834478—
Reactanttert-butyl {1-[2-(7-methoxy-2-oxoquinolin-1(2H)-yl)ethyl]piperidin-4-yl}carbamateHCID 59371209—
SolventAcetoneHCID 180—
Producttert-Butyl{1-[2-(6,7-dimethoxy-2-oxoquinoxalin-1(2H)-yl)ethyl]piperidin-4-yl}carbamateHCID 8664264628%

Reaction Steps

6,7-Dimethoxyquinoxalin-2(1H)-one (Intermediate 158, 540 mg, 2.60 mmol) was deprotonated with sodium hydride (60% in oil, 2.90 mmol) and alkylated with 2-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}ethyl methanesulfonate (Intermediate 6) (3.9 mmol) as described for Intermediate 2. Chromatography on silica gel with 20-50% acetone in hexanes gave 310 mg (28%) of the product as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124602B2
Source datasetuspto-grants-2012_02
ORD IDord-cd57c768abdd4241ae4f6ab4f80961d3
Source noteuspto-grants-2012_02