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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564528Generated: October 30, 2026

Potassium Carbonate → Methyl 3-{[[(6-fluoro-3'-formyl-3-biphenylyl)methyl](methyl)amino]carbonyl}benzoate

https://huagongshe.com/reaction/564528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Formylphenylboronic AcidHCID 591073—
ReactantMethyl 3-{[[(3-bromo-4-fluorophenyl)methyl](methyl)amino]carbonyl}benzoateHCID 57813368—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductMethyl 3-{[[(6-fluoro-3'-formyl-3-biphenylyl)methyl](methyl)amino]carbonyl}benzoateHCID 5781335686.3%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of methyl 3-{[[(3-bromo-4-fluorophenyl)methyl]-(methyl)amino]carbonyl}benzoate (0.20 g, 0.526 mmol) in p-dioxane/H2O (4.5/1.5 mL) was added (4-formylphenyl)boronic acid (0.118 g, 0.789 mmol), Pd(PPh3)4 (0.030 g, 0.026 mmol), and K2CO3 (0.29 mL, 2.1 mmol). The mixture was heated in a microwave at 130° C. for 15 min. It was then filtered, concentrated and the concentrate purified by CombiFlash chromatograph to afford the title compound 0.184 g (86%). LC-MS m/z 406 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067408B2
Source datasetuspto-grants-2011_11
ORD IDord-58c4672023064a0b96d44e845f62f1c4
Source noteuspto-grants-2011_11