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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573630Generated: October 31, 2026

Sodium Carbonate → HCID 68323743, compound

https://huagongshe.com/reaction/573630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantFuran-3-boronic acidHCID 2734358—
ReactantN-{2-Bromo-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-yl}-3-chlorobenzenesulfonamideHCID 53250396—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 68323743HCID 6832374380.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of N-{2-bromo-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-yl}-3-chlorobenzenesulfonamide (70 mg, 0.134 mmol) (Example 33), 3-furanylboronic acid (22.43 mg, 0.20 mmol), sodium carbonate (28.3 mg, 0.267 mmol) and tetrakis(triphenylphosphine)palladium(0) (15.44 mg, 0.013 mmol) in acetonitrile (1 mL) and water (250 μl) was heated at 80° C. under nitrogen for 1.5 h. The reaction mixture was cooled to RT and concentrated. Purification by chromatography on silica gel, eluting with a gradient of 0-50% ethyl acetate in isohexane, afforded the title compound (55 mg). LCMS (A) m/z: 511 [M+1]+, Rt 1.51 min (acidic), Rt 0.98 min (basic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029545B2
Source datasetuspto-grants-2015_05
ORD IDord-048f2932a610487aa852d85d35bf2cbd
Source noteuspto-grants-2015_05