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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842527Generated: November 4, 2026

Piperidine → HCID 67469042, compound

https://huagongshe.com/reaction/1842527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 58548420HCID 58548420—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67469042HCID 6746904234%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 2-[1-(3-bromo-pyridin-2-yl)-azetidin-3-yl]-quinoline (150 mg, 0.51 mmol), piperidine (43.35 mg, 0.51 mmol), BINAP (31.1 mg, 0.05 mmol), t-BuONa (196 mg, 2 mmol) in dioxane (15 mL) was added Pd2(dba)3 (45.75 mg, 0.05 mmol) then the reaction mixture was stirred at 90° C. under a N2 atmosphere overnight. The reaction mixture was filtered through CELITE™ and washed with EtOAc (50 mL). The filtrate was concentrated and the crude product was purified by silica gel column to give [2′-(3-quinolin-2-yl-azetidin-1-yl)-3,4,5,6-tetrahydro-2H-[1,3′]bipyridinyl-4-yl]-methanol (60 mg, 0.17 mmol, yield 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946230B2
Source datasetuspto-grants-2015_02
ORD IDord-8de995910cfd4347a06a54df38fc3170
Source noteuspto-grants-2015_02