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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513201Generated: October 29, 2026

Ethyl Acetate → HCID 71212808, compound

https://huagongshe.com/reaction/513201

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant5-BromoindoleHCID 24905—
ReactantCesium fluorideHCID 25953—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactanttert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylateHCID 16217654—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71212808HCID 71212808—

Reaction Steps

To a degassed solution of tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate (138 mg, 0.47 mmol), 5-bromo-indole (63 mg, 0.24 mmol), CsF (107 mg, 0.71 mmol), and X-Phos (11.2 mg, 0.023 mmol) in dioxane (2 mL) was added palladium acetate (2.6 mg, 0.012 mmol) under nitrogen. The mixture was then heated to 90 C overnight, cooled to r.t., and diluted with EtOAc. Following filtration and concentration in vacuo, the residue was purified on silica (0-30% EtOAc/hexanes) to yield the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102673B2
Source datasetuspto-grants-2015_08
ORD IDord-cb0a3fb552174cea9fabdcf44e951fba
Source noteuspto-grants-2015_08