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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401170Generated: October 30, 2026

Ethyl Acetate → HCID 53468672, compound

https://huagongshe.com/reaction/2401170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Reactant5-bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amineHCID 53466958—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 53468672HCID 5346867245.3%

Reaction Steps

A mixture of 0.1 g (0.33 mmol) of 5-bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amine (Example 1), 0.10 g (0.49 mmol) of 1-methylpyrazole-4-boronic acid pinacol ester, 0.23 (0.72 mmol) of cesium carbonate and 5 mg (6.5 μmol) of [1,1′-Bis(diphenylphosphino) ferrocene]dichloropaladium (II) dichloromethane complex in 3 ml dioxane and 0.5 ml of water were irradiated with microwaves at 140° C. for 30 min. After cooling to room temperature ethyl acetate was added and filtered by celite. The solution was extracted two times with 10 ml of saturated solution of NaHCO3 and Brine. The organic layer was separated, dried with MgSO4 and concentrated. The residue was purified by column chromatography with silica gel and methylene chloride and methanol as eluent to give 45.5 mg (45.3%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796284B2
Source datasetuspto-grants-2014_08
ORD IDord-a1288cb7cdbf4a73815657f5c4b9cf6a
Source noteuspto-grants-2014_08