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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386691Generated: October 29, 2026

Cesium carbonate → HCID 57929475, compound

https://huagongshe.com/reaction/2386691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantPhenylboronic AcidHCID 66827—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 57929479HCID 57929479—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 57929475HCID 5792947578.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 5-amino-6-bromo-8-cyclobutyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (50 mg, 0.15 mmol), phenylboronic acid (28 mg, 0.22 mmol), tetrakis(triphenylphosphine)palladium(0) (17 mg, 0.015 mmol) in 0.6 mL toluene and 0.6 mL EtOH was added cesium carbonate (0.17 g, 0.52 mmol). The resulting mixture was heated at 100° C. in a microwave reactor for 30 min. The reaction mixture was cooled, NaHCO3 (sat'd aq) added and the mixture extracted with EtOAc (3×20 mL). The combined organic layers were washed with water (2×10 mL) and evaporated under reduced pressure. The crude residue was purified by preparative TLC (Hexanes:EtOAc, 2:1) to afford 40 mg of 5-amino-8-cyclobutyl-2-methylsulfanyl-6-phenyl-8H-pyrido[2,3-d]pyrimidin-7-one as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268840B2
Source datasetuspto-grants-2012_09
ORD IDord-425cbc7c36564a74af853945be834793
Source noteuspto-grants-2012_09