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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666135Generated: November 2, 2026

Sodium Carbonate → HCID 57911485, compound

https://huagongshe.com/reaction/1666135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2,3-Difluorophenyl)boronic acidHCID 2734333—
ReactantHCID 57911399HCID 57911399—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 57911485HCID 5791148554%

Reaction Conditions

Temperature80 °C

Reaction Steps

The mixture of 2,3-difluorophenylboronic acid (0.936 g, 5.93 mmol), sodium carbonate (4.57 mL, 9.14 mmol), (E)-9-(triisopropylsilyloxy)-8,9-dihydro-7H-cyclohepta[b]pyridin-6-yl trifluoromethanesulfonate (2.3 g, 4.94 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.285 g, 0.247 mmol) in toluene (30 mL) and MeOH (6 mL) was heat to 80° C. under N2 for 3 hours. LCMS showed no more starting material. The reaction was diluted with ethyl acetate and washed with water one time. The ethyl acetate layer was separated, dried (Na2SO4), filtered and concentrated. Flash column by ethyl acetate in hexane from 0 to 25% afforded the desired product (0.8797 g, 54%). MS(ESI)[M+H+]=430.43.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044043B2
Source datasetuspto-grants-2011_10
ORD IDord-b86a9f2619354d9093e701f9fdf37d3f
Source noteuspto-grants-2011_10