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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658395Generated: October 30, 2026

Potassium Carbonate → HCID 59026840, compound

https://huagongshe.com/reaction/658395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chlorophenylboronic acidHCID 2734322—
ReactantHCID 59026790HCID 59026790—
Catalystpalladium(II) acetateHCID 167845—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
SolventEthyl AcetateHCID 8857—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 59026840HCID 5902684080.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

3-Bromo-5-(2-fluoro-phenylamino)-isonicotinic acid methyl ester (250 mg, 0.77 mmol), 2-chlorophenylboronic acid (0.18 g, 1.2 mmol), Pd(OAc)2 (10 mg, 0.025 mmol), S-Phos (20 mg, 0.05 mmol), and K2CO3 (0.32 g, 2.3 mmol) were suspended in dioxane/H2O (1.65 mL, 9/1, v/v) and stirred overnight at 100° C. The reaction solution was diluted with EtOAc, and filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude product was purified via Biotage eluting with a gradient of 0 to 50% EtOAc in hexanes to afford the desired product (220 mg, 80%) as a yellow oil. LC-MS (M+H=357, obsd.=357).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076486B2
Source datasetuspto-grants-2011_12
ORD IDord-93cb717c36c34a87baf2a071ecbb5849
Source noteuspto-grants-2011_12