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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594087Generated: October 30, 2026

Sodium hydride → tert-butyl(2-(5-bromo-3-morpholino-2-oxopyridin-1(2H)-yl)ethyl)carbamate

https://huagongshe.com/reaction/594087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl N-(2-bromoethyl)carbamateHCID 4103526—
Reactant5-Bromo-3-morpholinopyridin-2-olHCID 90409853—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Producttert-butyl(2-(5-bromo-3-morpholino-2-oxopyridin-1(2H)-yl)ethyl)carbamateHCID 90442592—

Reaction Steps

A 0.3 M solution of 5-bromo-3-morpholinopyridin-2(1H)-one (1.00 equiv.) in DMF was treated with sodium hydride (1.20 equiv.). The mixture was stirred for 15 min at ambient temperature. Tert-butyl (2-bromoethyl)carbamate (1.20 equiv.) was added. The mixture was stirred at 60° C. for 3 hr. The cooled reaction mixture was diluted with water and extracted with ethyl acetate. The combined organics were washed with saturated aqueous sodium bicarbonate, dried over sodium sulfate, filtered, and concentrated to give tert-butyl (2-(5-bromo-3-morpholino-2-oxopyridin-1(2H)-yl)ethyl)carbamate. LCMS (m/z) (M+H)=402.1/404.1, Rt=0.78 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242969B2
Source datasetuspto-grants-2016_01
ORD IDord-e7a05466c8e64878ab6661a224171ab7
Source noteuspto-grants-2016_01