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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 506136Generated: October 30, 2026

Water → 1-Cyclopropyl-2-[4-(isopropylamino)phenyl]-6-pyrimidin-2-yloxy-indole-3-carbonitrile

https://huagongshe.com/reaction/506136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2-ChloropyrimidineHCID 74404—
Reactant1-cyclopropyl-6-hydroxy-2-(4-isopropylamino-phenyl)-1H-indole-3-carbonitrileHCID 59430681—
SolventDimethylformamideHCID 6228—
Product1-Cyclopropyl-2-[4-(isopropylamino)phenyl]-6-pyrimidin-2-yloxy-indole-3-carbonitrileHCID 4977306285%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of (1-cyclopropyl-6-hydroxy-2-(4-isopropylamino-phenyl)-1H-indole-3-carbonitrile (0.099 g, 0.3 mmol), Cs2CO3 (0.244 g, 0.75 mmol), 2-chloropyrimidine (0.069 g, 0.6 mmol) in DMF (2.0 mL) was stirred at 70° C. overnight. After cooling to room temperature the mixture was poured into water (15 mL) and the precipitate was collected via filtration and washed with water and purified on silica gel (CH2Cl2/EtOAc, 9:1) to provide 1-cyclopropyl-2-(4-isopropylamino-phenyl)-6-(pyrimidin-2-yloxy)-1H-indole-3-carbonitrile as a solid (0.104 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781478B2
Source datasetuspto-grants-2010_08
ORD IDord-0d0cc7093d68405eb3ca20ad459a473f
Source noteuspto-grants-2010_08