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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362903Generated: October 29, 2026

Sodium Carbonate → HCID 86761274, compound

https://huagongshe.com/reaction/1362903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 86761275HCID 86761275—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventToluene ethanolHCID 21863594—
ProductHCID 86761274HCID 86761274—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 58 mg (0.12 mmol) of the product of Step A and 27 mg (0.19 mmol) of 4-fluorophenylboronic acid in 4 mL of 1:1 ethanol/toluene was added 0.60 mL (1.2 mmol) 2N aqueous sodium carbonate solution followed by 200 mg (0.245 mmol) of [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium (II). The resulting solution was stirred under nitrogen at 100° C. for 24 h, then allowed to cool to ambient temperature. The reaction mixture was then filtered through a pad of Celite and the filter cake washed with ethyl acetate and methanol. The combined filtrate and washings were concentrated and the crude material was purified by reverse phase HPLC (YMC Pro-C18 column, gradient elution, 10 to 90% acetonitrile/water with 0.1% TFA) to afford the title compound as a yellow oil. LC/MS 537.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884104B2
Source datasetuspto-grants-2011_02
ORD IDord-77841864b88644fe80fc70c4b546ad18
Source noteuspto-grants-2011_02