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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509526Generated: November 2, 2026

Potassium Carbonate → HCID 54673361, compound

https://huagongshe.com/reaction/509526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantHCID 62155529HCID 62155529—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 54673361HCID 5467336161.3%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 2-amino-5-bromo-N-phenyl-pyridine-3-carboxamide (230 mg, 0.5511 mmol), 3-pyridylboronic acid (74.45 mg, 0.6057 mmol), tetrakis(triphenylphosphine) palladium(0) (31.85 mg, 0.02756 mmol) and potassium carbonate (551.5 μL of 2 M, 1.103 mmol) in dioxane (1.40 mL) was heated in the microwave at 170° C. for 10 minutes. The reaction was filtered to remove Pd residues and partitioned between EtOAc and water. The organic phase was dried (Na2SO4), filtered and concentrated and triturated with MeCN. The resultant solid was crystallised from EtOAc to give the pure product as a pale brown solid (98 mg, 43% Yield). 1H NMR (400.0 MHz, DMSO) δ 7.12 (1H, t), 7.23 (2H, brs), 7.38 (2H, t), 7.48 (1H, dd), 7.69 (1H, s), 7.72 (1H, s), 8.14 (1H, dt), 8.42 (1H, d), 8.54 (1H, dd), 8.56 (1H, d), 8.98 (1H, d), 10.28 (1H, s) ppm; MS (ES+) 290.7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096584B2
Source datasetuspto-grants-2015_08
ORD IDord-7d440e4906994761932c690e320c1749
Source noteuspto-grants-2015_08