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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404159Generated: October 29, 2026

Water → HCID 58545049, compound

https://huagongshe.com/reaction/404159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 58545039HCID 58545039—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 58545049HCID 5854504922%

Reaction Steps

Compound I (13 mg, 0.027 mmol, preparation of which is outlined above in Example 12), Pd(PPh3)4 (3.5 mg, 0.003 mmol), 4-fluorophenylboronic acid (7.6 mg, 0.055 mmol) and potassium carbonate (15 mg, 0.108 mmol) were stirred in toluene (1.5 mL) and water (0.7 mL) at 120° C. under microwave irradiation (300 W) for 20 min. The reaction mixture was then poured onto brine (5 mL) and extracted with EtOAc (3×5 mL). The organic phases were combined then dried over MgSO4, filtered, and subsequently evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography eluting with hexane/EtOAc (90:10 then 85:15) to furnish II as a colourless oil (2.5 mg, 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748458B2
Source datasetuspto-grants-2014_06
ORD IDord-2fbb3af24b4344a5a0c143e53f3e3c5b
Source noteuspto-grants-2014_06