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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527930Generated: November 1, 2026

Cesium carbonate → HCID 89736519, compound

https://huagongshe.com/reaction/527930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2774010—
ReactantHCID 86692149HCID 86692149—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 89736519HCID 89736519—

Reaction Steps

Under N2, a mixture of (R)-5-bromo-N-methyl-N-(1-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl)pyrazin-2-amine (64 mg, 0.127 mmol), 4-pyrazoleboronic acid pinacol ester (37 mg, 0.19 mmol), Pd(PPh3)4 (29 mg, 0.0254 mmol), Cs2CO3 (124 mg, 0.381 mmol) in 1,4-Dioxane (3 mL)/water (0.3 mL) was stirred at reflux for 14 h. It was then cooled to ambient temperature, diluted with EtOAc and H2O, and extracted with EtOAc. The combined extracts was washed with brine (50 mL), dried over Na2SO4, concentrated in vacuo, and purified by flash chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346810B2
Source datasetuspto-grants-2016_05
ORD IDord-6b26d40d9db94f50a2be0244c9f96ea7
Source noteuspto-grants-2016_05