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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040253Generated: October 30, 2026

Potassium Carbonate → USRE48711, Example 72

https://huagongshe.com/reaction/1040253

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 numberUS08552196B2
Source datasetuspto-grants-2013_10
ORD IDord-317ef1eb46bf49009288579b36e4859a
Source noteuspto-grants-2013_10