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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229656Generated: October 28, 2026

Dimethylformamide → 3-(2-Cyanophenyl)-5-(2-pyridyl)-2-methoxypyridine

https://huagongshe.com/reaction/229656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant5'-Bromo-6'-methoxy-2,3'-bipyridineHCID 22318961—
Reactant2-(2-Cyanophenyl)-1,3,2-dioxaborinateHCID 86590373—
SolventEthyl AcetateHCID 8857—
Product3-(2-Cyanophenyl)-5-(2-pyridyl)-2-methoxypyridineHCID 22319089—

Reaction Conditions

Temperature140 °C

Reaction Steps

Tetrakistriphenylphosphine palladium (0.15 g) was added to a mixed solution of 0.50 g of 5-(2-pyridyl)-3-bromo-2-methoxypyridine, 0.42 g of 2-(2-cyanophenyl)-1,3,2-dioxaborinate, 0.82 g of cesium carbonate and 20 ml of dimethylformamide and the mixture was stirred at 140° C. in a nitrogen atmosphere for 5 hours. After cooling to room temperature, ethyl acetate was added thereto, the mixture was washed with water and a saturated saline solution and dried over magnesium sulfate. The solvent was concentrated in vacuo and the residue was purified by a silica gel column chromatography (ethyl acetate:hexane=1:3) to give 0.36 of the title compound as pale yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563811B2
Source datasetuspto-grants-2009_07
ORD IDord-2ca4ea401d46476e8f3ca5b89b9c3a13
Source noteuspto-grants-2009_07