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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430839Generated: October 29, 2026

Cesium carbonate → 2-((2-Chloro-5-cyano-3-(piperidin-4-yl)phenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile

https://huagongshe.com/reaction/1430839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantHCID 86708519HCID 86708519—
ReactantTert-butyl 4-(3-amino-2-chloro-5-cyanophenyl)piperidine-1-carboxylateHCID 86708525—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-((2-Chloro-5-cyano-3-(piperidin-4-yl)phenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrileHCID 86708527—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 4-(cyclopropyl(4-methoxybenzyl)amino)-2-(methylsulfonyl)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (142 mg, 0.357 mmol), tert-butyl 4-(3-amino-2-chloro-5-cyanophenyl)piperidine-1-carboxylate (100 mg, 0.298 mmol) and Cs2CO3 (194 mg, 0.596 mmol) in DMF (3 mL) was heated at 70° C. for 2 h. This was diluted with EtOAc, washed with water and brine and dried over Na2SO4. The crude mixture containing 2-((2-chloro-5-cyano-3-(piperidin-4-yl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile was carried forward to next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940736B2
Source datasetuspto-grants-2015_01
ORD IDord-dbe98e56959b45d58279ff692e9b0391
Source noteuspto-grants-2015_01