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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363756Generated: October 31, 2026

Ethyl bromopyruvate → HCID 44125211, compound

https://huagongshe.com/reaction/2363756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromopyruvateHCID 66144—
Reactant5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amineHCID 2756555—
SolventDiethyl EtherHCID 3283—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 44125211HCID 4412521152.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 4 g of 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine in 40 mL of 1,2-dimethoxyethane are added 4.26 g of ethyl 3-bromo-2-oxopropionate. The reaction mixture is stirred for 40 hours at 20° C. The precipitate is filtered off by suction, washed with a small amount of 1,2-dimethoxyethane and pentane and then taken up in 50 mL of ethanol and refluxed for 1 hour. The reaction mixture is concentrated to dryness under reduced pressure. The oil obtained is redissolved in ethyl ether and the solution is concentrated under reduced pressure. The solid is filtered off by suction and washed with a small amount of ethyl ether to give 3.78 g of ethyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-2-carboxylate hydrobromide (1:1) in the form of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691990B2
Source datasetuspto-grants-2014_04
ORD IDord-ccdc045abc264183b31666397f7c5329
Source noteuspto-grants-2014_04