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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406222Generated: October 30, 2026

Potassium Carbonate → 2,3-Dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-6(5H)-one

https://huagongshe.com/reaction/406222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTolylboronic acidHCID 79799—
Reactant2-bromo-3-chloro-7,8-dihydropyrido[2,3-b]pyrazin-6(5H)-oneHCID 86681852—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product2,3-Dip-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-6(5H)-oneHCID 66665513—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirrred suspension of 2-bromo-3-chloro-7,8-dihydropyrido[2,3-b]pyrazin-6(5H)-one (Intermediate J) (10 g, 38.1 mmol), p-tolylboronic acid (11.39 g, 84 mmol) in MeCN (400 ml) and water (100 ml) under N2 supply, was added solid K2CO3 (fine mesh) (7.90 g, 57.1 mmol) followed by Pd(PPh3)2Cl2 (1.337 g, 1.905 mmol). The yellow RM was heated to 80° C. and was left stirring for 66 hours. The RM was allowed to cool slowly to RT and then placed in the fridge for 3-4 hours. The fine yellow needles were filtered off under suction and were washed with small quantity of acetonitrile, followed by water. After air drying for 10 min, the solid was transferred, dried in vacuo at 40° C. for 2 hours, to afford the title compound as fine crystalline needles;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754085B2
Source datasetuspto-grants-2014_06
ORD IDord-d37fa80646be4bd0a39252b6dc636bfa
Source noteuspto-grants-2014_06