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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189119Generated: October 31, 2026

Methanol → HCID 58280144, compound

https://huagongshe.com/reaction/2189119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
ReactantBoronic acid, (4-ethylphenyl)-HCID 2734352—
ReactantHCID 58280253HCID 58280253—
CatalystHCID 178418476HCID 178418476—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 58280144HCID 58280144—

Reaction Conditions

Temperature80 °C

Reaction Steps

Add 5.2 mg (0.007 mmol) of bis(triphenylphosphine)palladium(II) chloride,. 30.6 mg (0.221 mmol) of potassium carbonate, 0.04 ml of methanol and 31 mg (0.207 mmol) of 4-ethylbenzeneboronic acid successively under argon to a solution of 70 mg (0.148 mmol) of (+)-4-{(3S)-3-[(5-bromo-6-phenylfuro[2,3-d]pyrimidin-4-yl)oxy]piperidin-1-yl}butanoic acid methyl ester in 0.4 ml of DMSO. Stir the mixture at 80° C. for a total of 3.5 h. After cooling, purify the reaction mixture directly by preparative RP-HPLC (eluent: acetonitrile/water gradient). 37.3 mg (50.6% of theory) of the target compound are isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324222B2
Source datasetuspto-grants-2012_12
ORD IDord-1d6fc32abe3b4f4eb05495a6dbdc8606
Source noteuspto-grants-2012_12