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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524090Generated: October 30, 2026

Chloroacetaldehyde → Imidazo[1,2-a]pyridine-8-carbonitrile

https://huagongshe.com/reaction/524090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetaldehydeHCID 33—
Reactant2-Amino-3-cyanopyridineHCID 818259—
SolventEthanolHCID 702—
ProductImidazo[1,2-a]pyridine-8-carbonitrileHCID 15098893100%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 2-aminonicotinonitrile (1.0 g, 8.39 mmol) in EtOH (10 ml) in a 20 ml sealed vial was added 2-chloroacetaldehyde (1.611 ml, 9.23 mmol) vial was then sealed and heated to 120° C. overnight. Reaction was cooled to RT and quenched with 2N Na2CO3, removed EtOH in vaccuo and extracted with DCM×3. Combined organics and washed with water then brine×2. Dired over sodium sulfate and removed solvent to give title compound as a yellow brown solid (1.2 g, 8.38 mmol, 100% yield) was verified by MS (ES+) C8H5N3 requires: 143 found: 144 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340514B2
Source datasetuspto-grants-2016_05
ORD IDord-a21a5fc9c2ce4cb7965b7bd4b5b72760
Source noteuspto-grants-2016_05