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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179579Generated: November 1, 2026

Sodium Carbonate → HCID 17982734, compound

https://huagongshe.com/reaction/2179579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Methoxyphenylboronic acidHCID 2733958—
Reactant7-Bromobenzofuran-2-carboxylic acidHCID 17982651—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 17982734HCID 17982734—

Reaction Conditions

Temperature90 °C

Reaction Steps

5.0 g (20.7 mmol) of 7-bromo-1-benzofuran-2-carboxylic acid (Example 29A) and 3.78 g (24.9 mmol) of 2-methoxyphenylboronic acid are introduced into 50 ml of DMF. Addition of 31.1 ml of 2 M sodium carbonate solution and 1.2 g (1.04 mmol) of Pd(PPh3)4 is followed by heating to 90° C. After 18 h, the solvent is distilled out. The residue is partitioned between 1N hydrochloric acid and ethyl acetate and extracted three times with 200 ml of ethyl acetate each time. The organic phase is dried over sodium sulphate and concentrated in vacuo. The residue is purified by flash chromatography (silica gel, mobile phase: dichloromethane/methanol/acetic acid 100:10:1). Concentration and drying under high vacuum result in 2.97 g (53.2% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067931B2
Source datasetuspto-grants-2015_06
ORD IDord-1ebdd01467d84d279a87eb07ebe6d4e6
Source noteuspto-grants-2015_06