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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112924Generated: October 31, 2026

Ethyl Acetate → HCID 57642838, compound

https://huagongshe.com/reaction/2112924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-bromobutanimideHCID 67184—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 57642836HCID 57642836—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 57642838HCID 5764283837.3%

Reaction Steps

Sodium bicarbonate (0.146 g) and N-bromosuccinimide (0.288 g) were added to a solution of 4-[3-(2-butynyl)-1-methyl-2-oxo-2,3-dihydro-1H-imidazo[4.5-c]pyridin-4-yl]-piperazine-1-carboxylic acid t-butyl ester (0.447 g) in N,N-dimethylformamide (20 mL). This was then stirred at room temperature for 60 hours. Sodium bicarbonate (0.219 g) and N-bromosuccinimide (0.432 g) were added again, and this was stirred at room temperature for 15 hours. Ethyl acetate (100 mL) and water (50 mL) were then added, and the organic layer was washed twice with 50 mL of water and then once with 50 mL of saturated aqueous sodium chloride solution, then was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography, and the hexane:ethyl acetate 1:1 fraction gave the title compound (0.201 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07524847B2
Source datasetuspto-grants-2009_04
ORD IDord-9b2b93c67d83481b8a7f55d87937cf1a
Source noteuspto-grants-2009_04