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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909480Generated: October 30, 2026

Potassium Carbonate → USRE48711, Example 72

https://huagongshe.com/reaction/1909480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBoronic AcidHCID 61668—
Reactant4-bromo-N-(3-(1-cyclopropyl-1H-imidazol-5-yl)phenyl)picolinamideHCID 58103087—
SolventTolueneHCID 1140—
ProductUSRE48711, Example 72HCID 5810304546.3%

Reaction Conditions

Temperature95 °C

Reaction Steps

A suspension of 4-bromo-N-(3-(1-cyclopropyl-1H-imidazol-5-yl)phenyl)picolinamide (75.0 mg, 0.196 mmol), boronic acid (33.8 mg, 0.274 mmol), dppf(Pd)Cl2 (14.3 mg, 0.0196), potassium carbonate (81.3 mg, 0.588 mmol) in degassed toluene (1 mL), degassed water (0.5 mL) and degassed isopropanol (0.5 mL) was heated at 95° C. for 2 hours. The aqueous phase was discarded and the solvent removed under reduced pressure from the organic portion. Purification by reverse phase HPLC provided N-(3-(1-cyclopropyl-1H-imidazol-5-yl)phenyl)-3,4′-bipyridine-2′-carboxamide (17.3 mg, 23%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598360B2
Source datasetuspto-grants-2013_12
ORD IDord-ea389f57ece34a399bdb9e01467d3040
Source noteuspto-grants-2013_12