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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966778Generated: October 30, 2026

Potassium Carbonate → HCID 58541888, compound

https://huagongshe.com/reaction/1966778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Aminopyrimidine-5-boronic acid, pinacol esterHCID 17750212—
ReactantHCID 58542068HCID 58542068—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 58541888HCID 5854188882.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A reaction mixture of crude (4-bromo-2-nitro-phenyl)-(1,1-dimethyl-propyl)-amine (600 mg, 2.09 mmol), 2-aminopyrimidine-5-boronic acid pinacol ester (330 mg, 1.49 mmol), Pd(PPh3)4 (160 mg), K2CO3 (600 mg, 4.34 mmol) in DMF (7.0 mL) and H2O (2.0 mL) is heated under microwave conditions at 100° C. for 1 hour. The reaction mixture is allowed to cool to room temperature, diluted with EtOAc (100 mL), washed with H2O (75 mL×2), dried with Na2SO4 and filtered. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel flash column chromatography with 50% EtOAc in heptane as the eluent to afford 5-[4-(1,1-dimethyl-propylamino)-3-nitro-phenyl]-pyrimidin-2-ylamine (370 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420655B2
Source datasetuspto-grants-2013_04
ORD IDord-21a32d1914e448ddbe25517239d55810
Source noteuspto-grants-2013_04