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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239123Generated: October 29, 2026

Water → tert-Butyl 5',6'-dihydro-[2,4'-bipyridine]-1'(2'H)-carboxylate

https://huagongshe.com/reaction/239123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-ChloropyridineHCID 7977—
ReactantSodium CarbonateHCID 10340—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,4-DioxaneHCID 31275—
Producttert-Butyl 5',6'-dihydro-[2,4'-bipyridine]-1'(2'H)-carboxylateHCID 1609471150.6%

Reaction Conditions

Temperature140 °C

Reaction Steps

52 mg tetrakis(triphenylphosphine) palladium was added to 100 mg 2-chloropyridine, 327 mg 4-(4,4,5,5-tetramethyl-(1,3,2)dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester and 0.88 mL 2 mol/L sodiumcarbonate in 2 mL dioxane. The reaction was stirred for 15 min. at 140° C. in a microwave. Water was added and the reaction was extracted with DCM. The organic layer was dried and evaporated. The residue was purified by HPLC to yield 116 mg of the desired product. Rt: 1.03 min (method L), (M+H)+: 261

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642774B2
Source datasetuspto-grants-2014_02
ORD IDord-b4b5d983dc1b404bbcccef81bda1a6ff
Source noteuspto-grants-2014_02