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

HRID 551585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 551585
[N:1]1([CH2:7][C:8]2[CH:9]=[CH:10][C:11](OS(C(F)(F)F)(=O)=O)=[N:12][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:22]1([CH2:28][C:29]2N=CC(O)=[CH:31][CH:30]=2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.C1(NS(C(F)(F)F)(=O)=O)C=CC=CC=1>C(Cl)Cl>[NH3:1].[N:22]1([CH2:28][CH2:29][C:30]#[C:31][C:11]2[CH:10]=[CH:9][C:8]([CH2:7][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[CH:13][N:12]=2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Komponenten

6

Edukt 3

HCID 680121,1,1-Trifluoro-N-phenylmethanesulfonamideHCID 445154576-Piperidin-1-ylmethyl-pyridin-3-olHCID 86074933Trifluoro-methanesulfonic acid 5-piperidin-1-ylmethyl-pyridin-2-yl ester

Produkt 2

HCID 222AmmoniaAusbeute 0 %HCID 115731942-(4-Piperidin-1-yl-but-1-ynyl)-5-piperidin-1-ylmethyl-pyridineAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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%).

Aufarbeitung

  1. temperatureat reflux for 18 h
  2. customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-bcad2d5f71c2400a9b2bc2b369c3a32d
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07947718B2

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