Hydrazine hydrate (1:1) → HCID 178462811, Verbindung

HRID 1884912Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1884912
[CH2:1]([N:3]1[CH:11]=[N:10][C:9]2[C:4]1=[N:5][C:6]([NH:22][C@H:23]1[CH2:28][CH2:27][C@H:26]([OH:29])[CH2:25][CH2:24]1)=[N:7][C:8]=2[NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-])=O)[CH:14]=1)[CH3:2].O.NN>CO.[Ni]>[NH2:19][C:15]1[CH:14]=[C:13]([NH:12][C:8]2[N:7]=[C:6]([NH:22][C@H:23]3[CH2:24][CH2:25][C@H:26]([OH:29])[CH2:27][CH2:28]3)[N:5]=[C:4]3[C:9]=2[N:10]=[CH:11][N:3]3[CH2:1][CH3:2])[CH:18]=[CH:17][CH:16]=1

Komponenten

5

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 178462814HCID 178462814, Verbindung

Produkt 1

HCID 178462811HCID 178462811, VerbindungAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A flask is charged with 795 mg (2 mmol) of trans-4-[9-ethyl-6-(3-nitro-phenylamino)-9H-purin-2-yl-amino]-cyclohexanol in 75 ml of methanol and kept under argon. At 40° C. 40 mg of Raney-Nickel is added slowly, followed by addition of 1 ml (31 mmol) of hydrazine monohydrate. After completion the reaction mixture is filtered, the filtrate concentrated and the crude product is taken up into EtOAc (300 ml), extracted with water, dried and evaporated to obtain trans-4-[6-(3-amino-phenylamino)-9-ethyl-9H-purin-2-yl-amino]-cyclohexanol (94% yield); m.p. 149-151° C.; ESI-MS: 368 (M+H)+.

Aufarbeitung

  1. customAt 40° C
  2. filtrationAfter completion the reaction mixture is filtered
  3. concentrationthe filtrate concentrated
  4. extractionextracted with water
  5. customdried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-057a31e2ffd44139bfa6ff014fc0f5b6
Quelldatensatz
uspto-grants-2004_07
Patentnummer
US06767906B2

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