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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370648Generated: November 1, 2026

Dichloromethane → HCID 68194460, compound

https://huagongshe.com/reaction/2370648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium CarbonateHCID 10340—
Reactant4-Aminophenylboronic acidHCID 2734615—
ReactantMethyl 3-bromo-2-fluorobenzoateHCID 21584505—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 68194460HCID 68194460—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of Example 223A (3.1 g, 13 mmol) in dimethoxyethane (25 mL) was added (4-aminophenyl)boronic acid (2.77 g, 16 mmol) and Na2CO3 (3.38 g, 31.2 mmol) in water (6 mL) followed by 1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride:dichloromethane:complex (652 mg, 0.8 mmol). The mixture was heated to 85° C. for 10 hours. After cooling to room temperature, the reaction mixture was partitioned between water and ethyl acetate. The organic phase was washed with water followed by brine then dried over magnesium sulfate. After filtration and concentration, the crude product was purified by flash chromatography (1%-100% ethyl acetate/hexane) to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710065B2
Source datasetuspto-grants-2014_04
ORD IDord-4af63ec729424a6c83bc2e0da4932835
Source noteuspto-grants-2014_04