Hydrazine hydrate (1:1) → HCID 59850187, Verbindung

HRID 2064159Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2064159
[Br:1][C:2]1[C:3]([C:24]([F:27])([F:26])[F:25])=[CH:4][C:5]([N+:21]([O-])=O)=[C:6]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([CH:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)[CH2:11][CH2:10]2)[CH:7]=1.O.NN>C(O)C.[Ni]>[Br:1][C:2]1[CH:7]=[C:6]([NH:8][CH:9]2[CH2:10][CH2:11][N:12]([CH:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)[CH2:13][CH2:14]2)[C:5]([NH2:21])=[CH:4][C:3]=1[C:24]([F:26])([F:25])[F:27]

Komponenten

5

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 59850135HCID 59850135, Verbindung

Produkt 1

HCID 59850187HCID 59850187, VerbindungAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

A stirred suspension of N-[5-bromo-2-nitro-4-(trifluoromethyl)phenyl]-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine (D54) (380 mg, 0.84 mmole) in ethanol (20 ml) at room temperature under argon was treated with Raney Nickel (20 mg) followed by the dropwise addition of hydrazine hydrate (0.25 ml, 8.0 mmole). The mixture was maintained at room temp. for 0.5 hr, then heated at 45° C. for 1 hr producing a grey solution, which was filtered through Kieselguhr and the filtrate concentrated under vacuum to afford the title compound as a pale yellow solid (350 mg, 99%). MH+=422, 424.

Aufarbeitung

  1. temperatureThe mixture was maintained at room temp. for 0.5 hr
  2. customproducing a grey solution, which
  3. filtrationwas filtered through Kieselguhr
  4. concentrationthe filtrate concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1ab1cafc6abd4e968ac2245e275613b6
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08288412B2

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