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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1468779Generated: October 25, 2026

Potassium Carbonate → 2-[4-(1-Methyl-6-oxo-1,6-dihydro-[4,4']bipyrimidinyl-2-yloxy)piperidin-1-yl]benzaldehyde

https://huagongshe.com/reaction/1468779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanto-FluorobenzaldehydeHCID 67970—
Reactant1-methyl-2-(piperidin-4-yloxy)-1H-[4,4']bipyrimidinyl-6-oneHCID 67977650—
SolventDimethyl SulfoxideHCID 679—
Product2-[4-(1-Methyl-6-oxo-1,6-dihydro-[4,4']bipyrimidinyl-2-yloxy)piperidin-1-yl]benzaldehydeHCID 8666914652.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of 1-methyl-2-(piperidin-4-yloxy)-1H-[4,4′]bipyrimidinyl-6-one (1.00 g, 3.48 mmol) and 2-fluorobenzaldehyde (475 mg, 3.83 mmol) in dimethyl sulfoxide (3.50 ml) was added potassium carbonate (1.44 g, 10.4 mmol). The mixture was stirred at 120° C. for 4 hours. The mixture was partitioned between water and chloroform. The organic layer was washed with water (three times), dried over sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent; ethyl acetate) to afford 2-[4-(1-methyl-6-oxo-1,6-dihydro-[4,4′]bipyrimidinyl-2-yloxy)piperidin-1-yl]benzaldehyde as a yellow solid (711 mg, 1.82 mmol, 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006232B2
Source datasetuspto-grants-2015_04
ORD IDord-0fee3f999b644fa2b2ef5dd27ce5ed67
Source noteuspto-grants-2015_04