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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658400Generated: October 31, 2026

Potassium Carbonate → HCID 59026768, compound

https://huagongshe.com/reaction/658400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluorophenylboronic acidHCID 2734354—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantHCID 59026790HCID 59026790—
Catalystpalladium(II) acetateHCID 167845—
SolventEthyl AcetateHCID 8857—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 59026768HCID 5902676852%

Reaction Conditions

Temperature100 °C

Reaction Steps

3-Bromo-5-(2-fluoro-phenylamino)-isonicotinic acid methyl ester (1.25 g, 3.84 mmol), 2-fluorophenylboronic acid (0.81 g, 5.77 mmol), Pd(OAc)2 (30 mg, 0.12 mmol), S-Phos (90 mg, 0.24 mmol), and K2CO3 (1.6 g, 11.5 mmol) were suspended in dioxane/H2O (9 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 (680 mg, 52%) as a yellow solid. LC-MS (M+H=341, obsd.=341).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076486B2
Source datasetuspto-grants-2011_12
ORD IDord-5c43a465a56a4233acf17d96a244f14d
Source noteuspto-grants-2011_12