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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876859Generated: November 2, 2026

1,4-Dioxane → HCID 86637289, compound

https://huagongshe.com/reaction/1876859

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPyrimidine, 2,4-dichloro-5-methyl-HCID 74508—
Reactant3-Cyclopentyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrileHCID 59420165—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 86637289HCID 8663728978%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2,4-dichloro-5-methylpyrimidine (0.62 g, 3.8 mmol), 3-cyclopentyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile (1.0 g, 3.17 mmol), tetrakis(triphenylphosphine)palladium (200 mg, 0.2 mmol), and potassium phosphate (2.0 g, 9.6 mmol) in 1,4-dioxane (9 mL) and water (0.9 mL) was heated at 100° C. overnight. After cooling to room temperature, the mixture was diluted with EtOAc, washed with water, brine, dried over MgSO4, concentrated. The residue was purified on silica gel, eluting with 0 to 80% EtOAc-hexanes, to give the desired product (780 mg, 78%). LCMS (M+H) 316.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309718B2
Source datasetuspto-grants-2012_11
ORD IDord-772610f42eec48f781d592eb9f011dac
Source noteuspto-grants-2012_11