Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572144Generated: November 2, 2026

Hydrochloric Acid → Imidazo(1,2-a)pyridine

https://huagongshe.com/reaction/572144

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Bromoimidazo[1,2-a]pyridineHCID 12428957—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductImidazo(1,2-a)pyridineHCID 78960—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of bromo-imidazo[1,2-a]pyridine derivatives (1.0 equiv.) in DMF, Zinc cyanide (1.1 equiv.) and Pd(PPh3)4 (5%) were added under inert atmosphere. The resulting mixture was heated through microwave irradiation for 10 min at 130° C. (Power max tolerated was 70 W). The yellow cloudy reaction mixture was hydrolyzed with HCl 1N solution then extracted with Et2O. Aqueous layer was cooled by an ice bath, and NaOH solid was added until a pH was greater than 10. The resulting aqueous basic layer was extracted with EtOAC. Organic layer was washed with brine, dried over MgSO4 and concentrated under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029393B2
Source datasetuspto-grants-2015_05
ORD IDord-bfe2417c3c094405b9c796085c4e141b
Source noteuspto-grants-2015_05