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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454069Generated: October 30, 2026

Potassium Carbonate → HCID 58843098, compound

https://huagongshe.com/reaction/1454069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
ReactantThiophene-3-boronic acidHCID 581760—
ReactantHCID 58843093HCID 58843093—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 58843098HCID 58843098—

Reaction Conditions

Temperature90 °C

Reaction Steps

3-(1-Benzenesulfonyl-5-bromo-1H-indol-3-yl)-propionic acid methyl ester 89 (200 mg, 0.474 mmol) was combined with 3-thienyl boronic acid (67.0 mg, 0.52 mmol), triphenylphosphine (9.0 mg, 0.03 mmol), Pd(OAc)2 (4.0 mg, 0.015 mmol), K2CO3 (90 mg, 0.65 mmol), 1,2-Dimethoxyethane (DME, 4.0 mL) and H2O (0.4 mL) and was heated at 90° C. for 48 hours. The reaction was allowed to cool to room temperature and the solvent was evaporated. The resulting residue was dissolved in EtOAc and washed with brine. The organic layer was dried over MgSO4, filtered, and evaporated. The residue was purified with flash silica gel chromatography (20% EtOAc/Hexanes) to obtain the ester 91 as a white solid, (110 mg, M+1=426.1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07476746B2
Source datasetuspto-grants-2009_01
ORD IDord-f88ac776f50844e2adf534e0f21a6855
Source noteuspto-grants-2009_01