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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907291Generated: October 30, 2026

Potassium Carbonate → HCID 57551786, compound

https://huagongshe.com/reaction/907291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-cyclopropyl-3-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 21914563—
ReactantHCID 57551824HCID 57551824—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 57551786HCID 57551786—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a degassed mixture of N-cyclopropyl-3-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.1 g) [prepared as described in WO 06110173], the product of step ii) (0.09 g) and potassium carbonate (0.06 g) in DMF (5 mL) under nitrogen, was added tetrakis(triphenylphosphine)palladium(0) (0.02 g) and the mixture stirred at 80° C. for 16 hours. The reaction mixture was concentrated to dryness and the crude product was purified (SiO2, elution with 90:10:0.1 dichloromethane: methanol: triethylamine) and by HPLC. The fractions containing product were concentrated to dryness and the residue crystallised from acetonitrile to afford the title compound as a solid (0.04 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012979B2
Source datasetuspto-grants-2011_09
ORD IDord-0022f0c289dd4fb787d511aba07cd74c
Source noteuspto-grants-2011_09