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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027989Generated: October 29, 2026

Cesium carbonate → 1-cyclobutyl-6-methoxy-1H-indole-3-carbonitrile

https://huagongshe.com/reaction/1027989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBromocyclobutaneHCID 78110—
Reactant6-Methoxy-1H-indole-3-carbonitrileHCID 53401197—
SolventDimethylformamideHCID 6228—
Product1-cyclobutyl-6-methoxy-1H-indole-3-carbonitrileHCID 5942619896.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 6-methoxy-1H-indole-3-carbonitrile (98.2 g, 0.57 mol) was added cesium carbonate (430 g, 1.32 mol), DMF (165 mL) and cyclobutylbromide (96%, 67.5 mL, 0.69 mol). The mixture was heated to 90° C. and stirred overnight. The mixture was cooled to 37° C. and poured into ice water (500 mL), washing in with water. After stirring for 1 hour the precipitate was collected on a filter and dried under a stream of nitrogen to give 1-cyclobutyl-6-methoxy-1H-indole-3-carbonitrile as a tan solid (124.1 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735414B2
Source datasetuspto-grants-2014_05
ORD IDord-f22f3f9949c643fabdfd4262d1eacb56
Source noteuspto-grants-2014_05