Piperazine → 1-(3-Fluoro-2-pyridinyl)piperazine

HRID 898722

Reaktionsgleichung

Reaktionsgleichung von HRID 898722
Cl[C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[NH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1>C(O)CCC>[F:8][C:7]1[C:2]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 4837PiperazineHCID 27827912-Chloro-3-fluoropyridine

Produkt 1

HCID 1349871-(3-Fluoro-2-pyridinyl)piperazineAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

The product of Example 28A (3.3 g, 0.025 mol) in n-butanol (150 mL) at 23° C. was treated with piperazine (21.5 g, 0.25 mol) and then reflux for 3 days. The reaction mixture was allowed to cool to 23° C. and concentrated under reduced pressure. The residue was slurried with water and ethyl acetate. The ethyl acetate solution was separarted, dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure to afford 3.3 g (73% yield) of the title compound. 1H NMR (500 MHz, DMSO-d6) δ 2.80 (m, 4H), 3.38 (m, 4H), 6.84 (m, 1H), 7.47 (m, 1H), 7.98 (m, 1H); MS (ESI) m/e 182 (M+H)+.

Aufarbeitung

  1. temperaturereflux for 3 days
  2. concentrationconcentrated under reduced pressure
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2ceda9972d994b22a1657fce47af09a7
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07351828B2

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