1-Methylpiperazine → 1-Methyl-4-(4-nitro-3-(piperidin-1-yl)phenyl)piperazine

HRID 646844

Reaktionsgleichung

Reaktionsgleichung von HRID 646844
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:14]([O-:16])=[O:15])=[C:6]([N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:7]=1.[CH3:17][N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>O>[CH3:17][N:18]1[CH2:23][CH2:22][N:21]([C:2]2[CH:3]=[CH:4][C:5]([N+:14]([O-:16])=[O:15])=[C:6]([N:8]3[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)[CH:7]=2)[CH2:20][CH2:19]1

Komponenten

4

Edukt 2

HCID 531671-MethylpiperazineHCID 30960791-(5-Chloro-2-nitrophenyl)piperidine

Produkt 1

HCID 28857041-Methyl-4-(4-nitro-3-(piperidin-1-yl)phenyl)piperazineAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
138 °C

Versuchsvorschrift

A mixture of 350 mg (1.45 mmol) of 1-(5-chloro-2-nitro-phenyl)-piperidine (as prepared in Example 4, step (a)) and 482 μL (4.35 mmol) of 1-methylpiperazine was heated in a sealed vial at 138° C. for 30 h. The mixture was cooled and poured into 60 mL of water and extracted with EtOAc (2×20 mL). The combined extracts were washed with brine (30 mL), dried (Na2SO4) and concentrated in vacuo to afford 436 mg (99%) of the title compound as a yellow resin: Mass spectrum (ESI, m/z): Calcd. for C16H24N4O2, 305.2 (M+H), found 305.2.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. extractionextracted with EtOAc (2×20 mL)
  3. washThe combined extracts were washed with brine (30 mL)
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-552f2b9daed04d169512e287fe23c668
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07705042B2

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