1-Isopropylpiperazine → N-[2-(4-Isopropyl-piperazin-1-yl)-pyridin-4-yl]-acetamide

HRID 272534

Reaktionsgleichung

Reaktionsgleichung von HRID 272534
Cl[C:2]1[CH:7]=[C:6]([NH:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:4][N:3]=1.[CH3:12][CH:13]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)[CH3:14]>CN(C=O)C>[CH:13]([N:15]1[CH2:20][CH2:19][N:18]([C:2]2[CH:7]=[C:6]([NH:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:4][N:3]=2)[CH2:17][CH2:16]1)([CH3:14])[CH3:12]

Komponenten

4

Edukt 2

HCID 780131-IsopropylpiperazineHCID 2049955N-(2-chloropyridin-4-yl)acetamide

Produkt 1

HCID 68946851N-[2-(4-Isopropyl-piperazin-1-yl)-pyridin-4-yl]-acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 4.6 g (27 mmol) N-(2-chloropyridin-4-yl)acetamide (commercially available) and 5.2 g (41 mmol) 1-(2-propyl-)-piperazine in 2 ml DMF was heated to 150° C. for 4 h. Purification of the crude mixture with flash column chromatography on silica eluting with a gradient formed from DCM (1% NEt3) and methanol yielded after evaporation of the product fractions 3.38 g (47%) of the title compound as white solid. MS: (m/e): 263.4 (MH+).

Aufarbeitung

  1. customPurification of the crude mixture with flash column chromatography on silica eluting with a gradient
  2. customformed from DCM (1% NEt3) and methanol
  3. customyielded
  4. customafter evaporation of the product fractions 3.38 g (47%) of the title compound as white solid

Quellen und Nachweise

ORD-Eintrag
ord-a6c53477ec074253a568dc341a982990
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456175B2

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