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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022889Generated: October 31, 2026

Sodium Carbonate → HCID 57646816, compound

https://huagongshe.com/reaction/1022889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 57646773HCID 57646773—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57646816HCID 5764681644%

Reaction Conditions

Temperature100 °C

Reaction Steps

150 mg of 4-(5-Bromo-3-chloro-isoquinolin-6-yloxy)-piperidine-1-carboxylic acid tert-butyl ester (181) were dissolved in a mixture of 9 ml of dioxane and 3 ml of water, 47 mg of 4-fluoro-benzene-boronic acid, 47 mg of Na2CO3 and 40 mg of Pd(PPh3)4 were added and the resulting mixture was heated to 100° C. for 6 h. The solvent was removed in vacuo and the residue subjected to chromatography on a HPLC system. Yield: 44% LCMS: detected mass: 457.22, Rt=2.45 min (Method #1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722671B2
Source datasetuspto-grants-2014_05
ORD IDord-801082354da441f8b81606d1c09660c3
Source noteuspto-grants-2014_05