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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274234Generated: November 1, 2026

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

https://huagongshe.com/reaction/2274234

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 DCMx3. Combined organics and washed with water then brinex2. Dried 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 numberUS09126951B2
Source datasetuspto-grants-2015_09
ORD IDord-8c4ee8ddca65462bae95a090d102ba10
Source noteuspto-grants-2015_09