Lawesson's reagent → Ammonia

HRID 551597

Reaktionsgleichung

Reaktionsgleichung von HRID 551597
[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]([C:12]2[CH:13]=[N:14][C:15]([CH2:18][N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:16][CH:17]=2)=O)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:34])=CC=1>C1COCC1>[NH3:4].[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]([C:12]2[CH:13]=[N:14][C:15]([CH2:18][N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:16][CH:17]=2)=[S:34])[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 87949Lawesson's reagentHCID 11522780(4-Isopropyl-piperazin-1-yl)-(6-piperidin-1-ylmethyl-pyridin-3-yl)-methanone

Produkt 2

HCID 222AmmoniaAusbeute 1 %HCID 11609917(4-Isopropyl-piperazin-1-yl)-(6-piperidin-1-ylmethylpyridin-3-yl)-methanethione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of (4-isopropyl-piperazin-1-yl)-(6-piperidin-1-ylmethyl-pyridin-3-yl)-methanone (Example 1, 80 mg, 0.24 mmol) and Lawesson's reagent (210 mg, 0.50 mmol) in THF was heated at reflux for 48 h. The reaction was cooled to rt and the solvent was removed in vacuo. Chromatography of the residue (SiO2: 1-6% 2 M NH3 in MeOH/DCM) gave the title compound as an oil. MS (ESI): exact mass calcd. for C19H30N4S, 346.22; m/z found, 347.5 [M+H]+.

Aufarbeitung

  1. temperatureat reflux for 48 h
  2. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-cb74db96d2e34edf8543a833a953f373
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07947718B2

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