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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551582Generated: October 26, 2026

1-[(5-Hydroxy-2-pyridinyl)carbonyl]-piperidine → 2-Piperdin-1-ylmethyl-5-(3-piperdin-1-yl-propoxy)-pyridine

https://huagongshe.com/reaction/551582

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-[(5-Hydroxy-2-pyridinyl)carbonyl]-piperidineHCID 44515454—
Reactant6-Piperidin-1-ylmethyl-pyridin-3-olHCID 44515457—
SolventTetrahydrofuranHCID 8028—
ProductAmmoniaHCID 2224%
Product2-Piperdin-1-ylmethyl-5-(3-piperdin-1-yl-propoxy)-pyridineHCID 1117456317%

Reaction Conditions

Temperature60 °C

Reaction Steps

6-Piperidin-1-ylmethyl-Pyridin-3-ol. To a solution of (5-hydroxy-pyridin-2-yl)-piperidin-1-yl-methanone (1.30 g, 6.31 mmol) in THF (100 mL) was added borane-dimethylsulfide complex (1.75 mL, 18.9 mmol). After 18 h the solvent was removed and the residue was diluted with MeOH (50 mL) and heated to 60° C. After 2 h the solvent was evaporated and chromatography of the residue (SiO2: 4-8% 2 M NH3 in MeOH/DCM) gave the title compound as an oil (0.225 g, 17%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947718B2
Source datasetuspto-grants-2011_05
ORD IDord-b95d4b67a1654cdd93e56e39013b7500
Source noteuspto-grants-2011_05