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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2101870Generated: October 26, 2026

Cesium carbonate → 1-(Cyanomethyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

https://huagongshe.com/reaction/2101870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBromoacetonitrileHCID 11534—
Reactant4-(trifluoromethyl)-1H-indole-5-carbonitrileHCID 67405449—
SolventDimethylformamideHCID 6228—
Product1-(Cyanomethyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrileHCID 2498383484.7%

Reaction Conditions

Temperature75 °C

Reaction Steps

To 4-(trifluoromethyl)-1H-indole-5-carbonitrile (0.210 g, 1.00 mmol) in DMF (20 mL), was added Cs2CO3 (0.489 g, 1.50 mmol) and bromoacetonitrile (0.180 g, 1.50 mmol). The reaction mixture was heated at 75° C. under an N2 atmosphere for 1 hr. Dilution with water was followed by extraction with Et2O. The combined organic portions were washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification (SiO2, EtOAc/hexanes) afforded 0.211 g of the title compound: MS (ESI): m/z 250 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572820B2
Source datasetuspto-grants-2009_08
ORD IDord-2f8be1fa4ca040ad8eaf70e063a252de
Source noteuspto-grants-2009_08