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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099168Generated: November 2, 2026

Sodium Carbonate → HCID 57911485, compound

https://huagongshe.com/reaction/1099168

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 numberUS08143403B2
Source datasetuspto-grants-2012_03
ORD IDord-0637f22565604d609ca8a1560c37960f
Source noteuspto-grants-2012_03