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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661935Generated: October 30, 2026

Sodium Carbonate → HCID 11477141, compound

https://huagongshe.com/reaction/1661935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 11341533HCID 11341533—
CatalystHCID 178418397HCID 178418397—
SolventToluene waterHCID 22272177—
ProductHCID 11477141HCID 1147714129.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 150 mg (0.283 mmol) 4-bromo-5-iodo-2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole (example 30), 38 mg (0.312 mmol) phenylboronic acid, 60 mg (0.567 mmol) sodium carbonate and 16 mg (0.014 mmol) tetrakis(triphenylphosphine)palladium in 6 ml toluene/water (3:1) is stirred at 100° C. for 12 h. Then the reaction mixture is poured on water and extracted (3×) with ethyl acetate. The combined organic layers are washed with water (2×) and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=3:1) to afford 40 mg of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030497B2
Source datasetuspto-grants-2011_10
ORD IDord-4264ad9b305e4d21929a5b2b91075309
Source noteuspto-grants-2011_10