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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500277Generated: October 31, 2026

Potassium Carbonate → HCID 67223283, compound

https://huagongshe.com/reaction/500277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Aminopyrimidine-5-boronic acid, pinacol esterHCID 17750212—
ReactantHCID 60675698HCID 60675698—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 67223283HCID 67223283101.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of potassium carbonate (0.35 g, 2.5 mmol) in water (2 mL) was added to a mixture of methyl 2-[(4-bromo-2-fluorobenzoyl)amino]propanoate (0.5 g, 1.6 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (0.28 g, 1.3 mmol), and tetrakis(triphenylphosphine)palladium (0.07 g, 0.06 mmol) in toluene (4 mL) and ethanol (2 mL). The resulting mixture was heated at 120° C. for 15 min. The reaction mixture was extracted with ether (3×10 mL) to remove impurity. The aqueous layer was adjusted to pH 7 with aqueous HCl and purified by RP-HPLC (pH 10) to afford the desired product (0.40 g, 100%). LCMS: (M+H)=305.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767675B2
Source datasetuspto-grants-2010_08
ORD IDord-ae27e01b42d944aaa88478f2af860134
Source noteuspto-grants-2010_08