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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192256Generated: October 29, 2026

Potassium Carbonate → HCID 50991548, compound

https://huagongshe.com/reaction/2192256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantN,N-Dimethylformamide--water (1/1)HCID 21962138—
Reactanttert-butyl 4-(3-bromo-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylateHCID 50991462—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 50991548HCID 50991548100.6%

Reaction Steps

DMF/water (4:1, 2 mL) was added to a mixture of tert-butyl 4-(3-bromo-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate (29 mg, 0.0636 mmol), potassium carbonate (18 mg, 0.13 mmol) and 4-methoxyphenylboronic acid (11 mg, 0.070 mmol) and the dissolved gas was removed. After adding Pd(dppf)Cl2 (10.4 mg, 0.013 mmol), the mixture was stirred at room temperature for 14 hours. After adding ethyl acetate and water, the mixture was filtered using a diatomite pad. After separation of the organic layer, the aqueous layer was extracted with ethyl acetate. The collected organic layer was washed with brine and concentrated under reduced pressure by drying with anhydrous magnesium sulfate. The residue was purified by chromatography (silica gel, EA:Hx=1:4 1:1). The target compound (31 mg) was obtained as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329708B2
Source datasetuspto-grants-2012_12
ORD IDord-feab49c19042444fbb53b085cb6a88d3
Source noteuspto-grants-2012_12