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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675967Generated: October 31, 2026

Potassium Phosphate, Tribasic → HCID 57484716, compound

https://huagongshe.com/reaction/1675967

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 (15-1 or 9-2, 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 (15-2). ESI+MS [M+H]+ C10H11N2O: 175.1 found, 175.2 required.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003797B2
Source datasetuspto-grants-2011_08
ORD IDord-e88b232d5991475c8121742f244f43d9
Source noteuspto-grants-2011_08