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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335287Generated: October 26, 2026

Diethyl Ether → N-(5-(3,4-Difluorobenzylcarbamoyl)-2-fluorophenyl)-7-(3-hydroxy-3-methyl butyl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/reaction/335287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantEthyl 3-(3-(5-(3,4-difluorobenzylcarbamoyl)-2-fluorophenylcarbamoyl)imidazo[1,2-a]pyridin-7-yl)propanoateHCID 71283043—
ReactantHCID 178418573HCID 178418573—
ProductN-(5-(3,4-Difluorobenzylcarbamoyl)-2-fluorophenyl)-7-(3-hydroxy-3-methyl butyl)imidazo[1,2-a]pyridine-3-carboxamideHCID 71282999—

Reaction Conditions

Temperature0 °C

Reaction Steps

Ethyl 3-(3-(5-(3,4-difluorobenzylcarbamoyl)-2-fluorophenylcarbamoyl)imidazo[1,2-a]pyridin-7-yl)propanoate (step 1) (50 mg, 0.095 mmol) was suspended in dry ether and cooled to 0° C. Methylmagnesium bromide (0.318 ml, 3.0M in ether, 0.953 mmol) was added and the mixture was stirred and allowed to warm to RT over 16 hrs. The mixture was partitioned between 10% aq. Citric acid and EtOAc. The organics were separated, dried (MgSO4), filtered and evaporated to dryness. The residue was purified by chromatography on silica eluting with 0-10% MeOH in DCM to afford the title product;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883819B2
Source datasetuspto-grants-2014_11
ORD IDord-9146f4f6d50d4074b8b716b47c2874be
Source noteuspto-grants-2014_11