Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512499Generated: October 30, 2026

Acetic Acid → HCID 86711540, compound

https://huagongshe.com/reaction/512499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCesium carbonateHCID 10796—
Reactant3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
ReactantHCID 86711541HCID 86711541—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86711540HCID 86711540—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 5-bromo-1-(4-cyano-benzyl)-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid (preparation 12b, 0.56 g, 1.68 mmol), 3-(trifluoromethyl)phenylboronic acid (0.39 g, 2.05 mmol), 1,1′-[bis(diphenylphosphino)ferrocene]dichloropalladium(II) (75 mg, 0.10 mmol) and Cs2CO3 (0.82 g, 2.51 mmol) in dioxane (4 mL) is heated for 24 h at 60° C. The reaction mixture is acidified with acetic acid and purified by preparative reversed-phase HPLC (Sunfire, gradient of methanol in water, 0.1% TFA, 60° C.). Yield: 186 mg (28% of theory); ESI mass spectrum: [M+H]+=399; Retention time HPLC: 1.22 min (Z002—002).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102624B2
Source datasetuspto-grants-2015_08
ORD IDord-da478e273eb14b268a5e802733d93de4
Source noteuspto-grants-2015_08