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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821340Generated: October 31, 2026

Potassium Carbonate → HCID 68999756, compound

https://huagongshe.com/reaction/1821340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-AcetylpiperazineHCID 83795—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 68998360HCID 68998360—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 68999756HCID 6899975617%

Reaction Conditions

Temperature121 °C

Reaction Steps

To a solution of (E)-3-[2-(2-bromophenyl)vinyl]indazole-1-carboxylic acid tert-butyl ester (0.23 g, 0.57 mmol) obtained in Step 2 in toluene (1.5 mL), 1-acetylpiperazine (0.15 g, 1.1 mmol), potassium carbonate (0.20 mg, 1.4 mmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphane (0.068 g, 0.14 mmol) and tris(dibenzylideneacetone)dipalladium (0.052 g, 0.57 mmol) were sequentially added and, the mixture was stirred at 121° C. for 10 minutes under microwave (300 W) irradiation. The reaction mixture was added with water and ethyl acetate to separate the mixture into organic layer and aqueous layer and the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=90/10 to 50/50) to obtain (E)-3-{2-[2-(4-acetylpiperazin-1-yl)phenyl]vinyl}indazol-1-carboxylic acid tert-butyl ester (0.042 g, 17%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605272B2
Source datasetuspto-grants-2009_10
ORD IDord-3f7aa55ceb32467b96145ca13a3da0fc
Source noteuspto-grants-2009_10