Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662274Generated: October 29, 2026

Potassium Carbonate → HCID 46203393, compound

https://huagongshe.com/reaction/1662274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
ReactantHCID 58579493HCID 58579493—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 46203393HCID 4620339331.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

1-(3-Bromophenyl)-6-chloro-4-fluoro-1-(2-methylpyridin-4-yl)-1H-isoindol-3-amine (1 g, 2.32 mmol), pyrimidine-5-boronic acid (0.316 g, 2.55 mmol) and [1,1′-bis (diphenylphosphino)ferrocene]palladium(II) chloride (0.096 g, 0.12 mmol) were dissolved in DMF (10 mL) and heated to 90° C. Then aqueous potassium carbonate (3.48 mL, 6.97 mmol) was added and the resulting mixture was stirred at 120° C. for 2 h. When cooled to rt the mixture was diluted with water (50 mL) and extracted with DCM (3×50 mL). The combined organics were washed with water (75 mL), passed through a phase separator, concentrated and purified on a silica gel column eluted with 0-10% 0.1M NH3 in MeOH in DCM to afford 310 mg (31% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030500B2
Source datasetuspto-grants-2011_10
ORD IDord-13a87e0ebd96414bad768e2617c0a12c
Source noteuspto-grants-2011_10