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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798939Generated: October 29, 2026

Sodium Carbonate → HCID 59543444, compound

https://huagongshe.com/reaction/1798939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Methylpyridine-4-boronic acidHCID 4192664—
Reactanttert-butyl 4-(5-bromopyridin-2-yl)piperidine-1-carboxylateHCID 21931358—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventAcetonitrileHCID 6342—
ProductHCID 59543444HCID 59543444—

Reaction Steps

5-Bromo-3′,4′,5′,6′-tetrahydro-2′H-[2,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester (0.6 g, 1.76 mmol), 2-methylpyridine-4-boronic acid (264 mg, 1.9 mmol), bis(triphenylphosphine)-palladium(II)chloride (0.06 g, 0.09 mmol), 1 M Na2CO3 (4 ml) and acetonitrile (4 ml) were mixed in a 5 ml microwave vial. Another (2 ml) and acetonitrile (2 ml) were added. The reaction mixture was heated for 1500 sec. at 85° C. Water layer was removed. The acetonitrile phase was added DCM (20 mL). The organic phase was filtered and evaporated in vacuo. The crude mixture was purified on a silicagel column with EtOAc/heptane (4:1) and then EtOAc/heptane (9:1). The product was collected as a clear oil (540 mg, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344001B2
Source datasetuspto-grants-2013_01
ORD IDord-987c5c1c274548beb7172db173de4e73
Source noteuspto-grants-2013_01