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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029071Generated: November 2, 2026

Potassium Carbonate → HCID 58168076, compound

https://huagongshe.com/reaction/1029071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Amino-3-bromopyridineHCID 817700—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Reactant[5-Chloro-2-(ethoxycarbonyl)phenyl]boronic acidHCID 44784921—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 58168076HCID 5816807625.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Amino-3-bromopyridine (87 mg, 0.50 mmol), 5-chloro-2-ethoxycarbonylphenylboronic acid (149 mg, 0.65 mmol), palladium(II) acetate (5 mg, 0.02 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (16 mg, 0.04 mmol), and potassium carbonate (207 mg, 1.50 mmol) were dissolved in dioxane/H2O (1.65 mL, 10/1, v/v), and stirred overnight at 100° C. The reaction mixture was concentrated, suspended in EtOAc/H2O, and filtered. The precipitate was washed with EtOAc/H2O, and dried under vacuum to provide 5 (29 mg, 25% yield) as a solid. LC-MS (M+H=231, obsd.=231). 1H NMR (400 MHz, d6-DMSO): δ 12.18 (s, 1H), 8.91 (dd, 1H), 8.68 (d, 1H), 8.54 (dd, 1H), 8.32 (d, 1H), 7.74 (dd, 1H), 7.34 (dd, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-b8664fd3977849768ee9c8824101fe13
Source noteuspto-grants-2014_05