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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551585Generated: October 30, 2026

1,1,1-Trifluoro-N-phenylmethanesulfonamide → 2-(4-Piperidin-1-yl-but-1-ynyl)-5-piperidin-1-ylmethyl-pyridine

https://huagongshe.com/reaction/551585

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1,1-Trifluoro-N-phenylmethanesulfonamideHCID 68012—
Reactant6-Piperidin-1-ylmethyl-pyridin-3-olHCID 44515457—
ReactantTrifluoro-methanesulfonic acid 5-piperidin-1-ylmethyl-pyridin-2-yl esterHCID 86074933—
SolventDichloromethaneHCID 6344—
ProductAmmoniaHCID 2220%
Product2-(4-Piperidin-1-yl-but-1-ynyl)-5-piperidin-1-ylmethyl-pyridineHCID 1157319495%

Reaction Steps

Trifluoro-methanesulfonic acid 5-piperidin-1-ylmethyl-pyridin-2-yl ester. A solution of 6-piperidin-1-ylmethyl-pyridin-3-ol (0.225 g, 1.17 mmol), N-phenyltrifluoromethanesulfonamide (0.50 g, 1.41 mmol), and TEA (0.50 mL, 3.50 mmol) in DCM (20 mL) was heated at reflux for 18 h. The solvent was removed and chromatography of the residue (SiO2: 0-3% 2 M NH3 in MeOH/DCM) gave the title compound as a solid (0.036 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947718B2
Source datasetuspto-grants-2011_05
ORD IDord-bcad2d5f71c2400a9b2bc2b369c3a32d
Source noteuspto-grants-2011_05