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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802353Generated: November 1, 2026

Potassium Phosphate, Tribasic → HCID 57484716, compound

https://huagongshe.com/reaction/1802353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
Reactant6-Bromo-5-methoxy-2-pyridinecarbonitrileHCID 57484709—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 57484716HCID 57484716—

Reaction Conditions

Temperature130 °C

Reaction Steps

In a microwave vial, 6-bromo-5-methoxypyridine-2-carbonitrile (9-1 or 3-2, 200 mg, 0.94 mmol, 1.0 equiv), potassium trifluoro(isopropenyl)borate (Molander, Gary A., J. Am. Chem. Soc. Commun. 2003, 125, 11148-11149.) (347 mg, 2.35 mmol, 2.5 equiv), tricyclohexylphosphine (52.7 mg, 0.19 mmol, 0.2 equiv), palladium(II) acetate (21.1 mg, 0.09 mmol, 0.1 equiv), and tripotassium phosphate (697 mg, 3.29 mmol, 3.5 equiv) were suspended in toluene (10 mL) and water (0.5 mL). The reaction mixture was heated in a microwave reactor for 20 minutes at 130° C. and then filtered, rinsing with EtOAc. The filtrate was concentrated and the residue purified by normal phase column chromatography (15-40% EtOAc in hexanes) to afford the title compound (9-2). ESI+MS [M+H]+ C10H11N2O: 175.1 found, 175.2 required.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349872B2
Source datasetuspto-grants-2013_01
ORD IDord-18f60b98871c4f7da4eb37c12679006b
Source noteuspto-grants-2013_01