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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952212Generated: October 26, 2026

Aniline → 6-isopropyl-N-phenylimidazo[1,2-a]pyridine-2-carboxamide

https://huagongshe.com/reaction/1952212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantHOAtHCID 181649—
ReactantEthyl 6-isopropylimidazo[1,2-a]pyridine-2-carboxylateHCID 68682228—
CatalystZirconium(IV) tert-butoxideHCID 10221590—
SolventTolueneHCID 1140—
Product6-isopropyl-N-phenylimidazo[1,2-a]pyridine-2-carboxamideHCID 6861484515.2%

Reaction Steps

A solution of 344 mg of ethyl 6-isopropylimidazo[1,2-a]pyridine-2-carboxylate, 152 mg of aniline, 40 mg of 1-hydroxy-7-azabenzotriazole (HOAt) and 316 mg of zirconium tert-butoxide in 5 ml of toluene is stirred at ambient temperature for 16 hours in a microwave tube. The medium is concentrated to dryness under reduced pressure and the residue is chromatographed on a silica cartridge, elution being carried out with a mixture of dichloromethane and ethyl acetate (50/50). The fractions comprising the expected product are combined and concentrated to dryness under reduced pressure to give 63 mg of 6-isopropyl-N-phenylimidazo[1,2-a]pyridine-2-carboxamide in the form of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404848B2
Source datasetuspto-grants-2013_03
ORD IDord-a6dec393c0644cde8fc53ee70f4e0332
Source noteuspto-grants-2013_03