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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517956Generated: November 1, 2026

Cesium carbonate → (R)-1-methyl-6-(4-((1-(pyridin-2-yl)pyrrolidin-3-yl)methoxy)-3-(trifluoromethyl)phenyl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile

https://huagongshe.com/reaction/517956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(R)-(1-(pyridin-2-yl)pyrrolidin-3-yl)methyl methanesulfonateHCID 86673350—
Reactant6-(4-hydroxy-3-(trifluoromethyl)-phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrileHCID 136352311—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(R)-1-methyl-6-(4-((1-(pyridin-2-yl)pyrrolidin-3-yl)methoxy)-3-(trifluoromethyl)phenyl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrileHCID 67298160—

Reaction Steps

6-(4-Hydroxy-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile (0.235 mmol, 0.075 g), (R)-(1-(pyridin-2-yl)pyrrolidin-3-yl)methyl methanesulfonate (0.282 mmol, 0.072 g), cesium carbonate (0.352 mmol, 0.115 g) and tetrabutylammonium iodide (0.117 mmol, 0.043 g) were stirred in DMF (1 ml) at 50° C. overnight. The reaction mixture was diluted with ethyl acetate, washed with water and dried over Na2SO4. The resulting residue was triturated with ether and filtered. The solid was sonicated in methanol, filtered and dried to afford (R)-1-methyl-6-(4-((1-(pyridin-2-yl)pyrrolidin-3-yl)methoxy)-3-(trifluoromethyl)phenyl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile. (47 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115126B2
Source datasetuspto-grants-2015_08
ORD IDord-dcc83e59f33242fb854f399af51c754c
Source noteuspto-grants-2015_08