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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984633Generated: October 26, 2026

Cesium carbonate → 4-[2-(Ethylthio)-6-phenylpyrido[2,3-d]pyrimidine-7-yl]benzaldehyde

https://huagongshe.com/reaction/1984633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Formylphenylboronic AcidHCID 591073—
ReactantHCID 57713945HCID 57713945—
CatalystHCID 178418851HCID 178418851—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product4-[2-(Ethylthio)-6-phenylpyrido[2,3-d]pyrimidine-7-yl]benzaldehydeHCID 86078334—

Reaction Conditions

Temperature150 °C

Reaction Steps

7-chloro-2-(methylthio)-6-phenylpyrido[2,3-d]pyrimidine (6-3) (0.80 g, 2.66 mmol) was combined with 4-formylphenylboronic acid (1.0 g, 6.64 mmol), cesium carbonate (4.30 g, 13 mmol), and bis(tri-t-butylphosphine)palladium (0.136 g, 0.266 mmol) in dioxane (10 mL) and heated in a microwave reactor at 150° C. for 60 min. The reaction mixture was diluted with water and extracted with CH2Cl2. he combined organic layer was dried, filtered and concentrated. The residue was purified by silica gel chromatography (35% EtOAc in hexane) to give 4-[2-(ethylthio)-6-phenylpyrido[2,3-d]pyrimidine-7-yl]benzaldehyde. LRMS m/z (M+H) Calcd: 372.5, found: 372.5

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544677B2
Source datasetuspto-grants-2009_06
ORD IDord-852157233a194e5982eaf4114ef7138c
Source noteuspto-grants-2009_06