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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331114Generated: October 30, 2026

Pyridine → Phenyl N-imidazo[1,2-a]pyridin-8-ylcarbamate

https://huagongshe.com/reaction/331114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhenyl chloroformateHCID 15891—
ReactantImidazo[1,2-a]pyridin-8-amineHCID 15413215—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductPhenyl N-imidazo[1,2-a]pyridin-8-ylcarbamateHCID 5844267454.2%

Reaction Steps

To a solution of imidazo[1,2-a]pyridin-8-ylamine (397 mg, 2.98 mmol) in dry CH3CN (5.0 mL) was added pyridine (282 mg, 3.57 mmol) and phenyl chloroformate (467 mg, 2.98 mmol) and the reaction mixture was stirred at rt. After 4 h, the mixture was diluted with EtOAc (100 mL) and washed with saturated aqueous NaHCO3 (50 mL). The organic layer was dried (MgSO4) and concentrated. The residue was purified (FCC) to give imidazo[1,2-a]pyridin-8-yl-carbamic acid phenyl ester (409.1 mg, 54%). MS (ESI+): calcd for C14H11N3O2 m/z 253.09, found 254.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877769B2
Source datasetuspto-grants-2014_11
ORD IDord-9f4ef13d081b4c00b7d600224ffeff56
Source noteuspto-grants-2014_11