Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451419Generated: October 31, 2026

Potassium Carbonate → 2-[6-(4-Chloro-benzyl)-2-(2',5'-dimethyl-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-ylamino)-pyrimidin-4-yl]-propan-2-ol

https://huagongshe.com/reaction/451419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant1-(2,5-Dimethylpyridin-4-yl)piperidin-4-amineHCID 67343077—
Reactant2-[2-Chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-olHCID 86656701—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
Product2-[6-(4-Chloro-benzyl)-2-(2',5'-dimethyl-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-ylamino)-pyrimidin-4-yl]-propan-2-olHCID 5335342430%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a mixture of 2′,5′-dimethyl-3,4,5,6-tetrahydro-2H-[1,4]bipyridinyl-4-ylamine (143 mg, 0.48 mmol), 2-[2-chloro-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-ol (99 mg, 0.48 mmol), finely milled potassium carbonate (100 mg, 0.72 mmol) in dioxane (2 mL) was added under an argon atmosphere palladium(II) acetate (5 mg, 0.02 mmol) and 2-(dicyclohexylphosphino)biphenyl (17 mg, 0.05 mmol) and the reaction mixture was heated at 150° C. for 30 minutes. Concentration and purification by chromatography (SiO2, n-heptane/ethyl acetate/(ethyl acetate/triethylamine=95:5)=50:50:0 to 0:80:20) afforded the title compound (67 mg, 30%) as a light brown foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486967B2
Source datasetuspto-grants-2013_07
ORD IDord-2c9241cd6edc46e994bbdb0123ab574a
Source noteuspto-grants-2013_07