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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926929Generated: November 2, 2026

Dimethyl Sulfoxide → HCID 58016967, compound

https://huagongshe.com/reaction/1926929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 69080599HCID 69080599—
CatalystHCID 178418476HCID 178418476—
SolventMethanolHCID 887—
ProductHCID 58016967HCID 58016967—

Reaction Conditions

Temperature80 °C

Reaction Steps

Dissolve 200 mg (0.463 mmol) [(5-bromo-6-phenylfuro[2,3-d]pyrimidin-4-yl)(methyl)amino]hexanoic acid methyl ester in 1.25 ml DMSO and 0.125 ml methanol. Add successively, under argon at RT, 16.2 mg (0.023 mmol) bis(triphenylphosphine)palladium(II) chloride, 127 mg (0.925 mmol) potassium carbonate and 105.4 mg (0.694 mmol) 4-methoxyphenylboronic acid. Heat the mixture to 80° C. for approx. 3 h, stirring vigorously. After cooling, purify the reaction mixture directly by preparative RP-HPLC (gradient: acetonitrile/water). 133.9 mg (63% of theor.) of the target product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183246B2
Source datasetuspto-grants-2012_05
ORD IDord-1a04fe3ccc024b38beec0d15f4bbb630
Source noteuspto-grants-2012_05