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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054880Generated: November 1, 2026

Cesium carbonate → 6-chloro-5-[4-(propan-2-yl)phenyl]-1H-indole-3-carbaldehyde

https://huagongshe.com/reaction/1054880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Isopropylphenylboronic acidHCID 2773480—
Reactant5-bromo-6-chloro-1H-indole-3-carbaldehydeHCID 86698566—
CatalystHCID 178454861HCID 178454861—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product6-chloro-5-[4-(propan-2-yl)phenyl]-1H-indole-3-carbaldehydeHCID 86698857—

Reaction Conditions

Temperature100 °C

Reaction Steps

A vial was charged with 1 mL of a 0.1M solution of 5-bromo-6-chloro-1H-indole-3-carbaldehyde (100 uM) in dioxane, 150 umol of (4-isopropylphenyl)boronic acid solution in dioxane, 200 uL of a 1.0M cesium carbonate solution in water, and 1,1′-bis(di-tert-butylphosphino) ferrocene palladium dichloride), (2 umol, 0.02 eq). The vial was purged with nitrogen, sealed and heat to 100° C. for 16 h. The solvent was evaporated and the vial diluted with ethyl acetate. The organic layer was collected, washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394285B2
Source datasetuspto-grants-2016_07
ORD IDord-65f72de4985f4265ae45932cac68f148
Source noteuspto-grants-2016_07