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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481961Generated: November 2, 2026

Ethyl bromopyruvate → 6-Tert-butyl 2-ethyl 5-chloro-7-methylimidazo[1,2-a]pyridine-2,6-dicarboxylate

https://huagongshe.com/reaction/1481961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromopyruvateHCID 66144—
ReactantTert-butyl6-amino-2-chloro-4-methylnicotinateHCID 117631130—
SolventEthanolHCID 702—
Product6-Tert-butyl 2-ethyl 5-chloro-7-methylimidazo[1,2-a]pyridine-2,6-dicarboxylateHCID 11763246386.9%

Reaction Steps

A solution of tert-butyl 6-amino-2-chloro-4-methylnicotinate (9.4 g, 38.7 mmol, 1 equiv) and ethyl bromopyruvate (6.5 mL, 46.5 mmol, 1.2 equiv) in EtOH (194 mL) was heated to reflux for 2 h. Upon cooling to ambient temperature, the solution was concentrated in vacuo. The residue was triturated in ether and filtered to provide the product (11.4 g, 70%) as a cream colored solid. LCMS (ESI, M+1): 339.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409922B2
Source datasetuspto-grants-2016_08
ORD IDord-fbfd72b06d094da282ec565b420b3032
Source noteuspto-grants-2016_08