Hydrazine hydrate (1:1) → 4-(4-Cyclobutylpiperazin-1-yl)-6-hydrazinopyrimidine

HRID 2039475Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2039475
O.[NH2:2][NH2:3].Cl[C:5]1[CH:10]=[C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH:17]3[CH2:20][CH2:19][CH2:18]3)[CH2:13][CH2:12]2)[N:8]=[CH:7][N:6]=1>C(O)C>[CH:17]1([N:14]2[CH2:15][CH2:16][N:11]([C:9]3[CH:10]=[C:5]([NH:2][NH2:3])[N:6]=[CH:7][N:8]=3)[CH2:12][CH2:13]2)[CH2:20][CH2:19][CH2:18]1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 579250694-Chloro-6-(4-cyclobutylpiperazin-1-yl)pyrimidine

Produkt 1

HCID 462211044-(4-Cyclobutylpiperazin-1-yl)-6-hydrazinopyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

At RT, 4.4 ml (4.5 g, 89.7 mmol) of hydrazine hydrate are added dropwise with stirring to a solution of 1.9 g (7.5 mmol) of 4-chloro-6-(4-cyclobutylpiperazin-1-yl)pyrimidine in 28 ml of ethanol. The reaction solution is stirred at 80° C. for 16 h. For work-up, the mixture is concentrated under reduced pressure, the residue is triturated repeatedly with diethyl ether, and the precipitated solid is filtered off and dried under reduced pressure. The residue is then purified by column chromatography on silica gel (mobile phase dichloromethane/methanol 10/2). Yield: 1.5 g (80% of theory)

Aufarbeitung

  1. concentrationFor work-up, the mixture is concentrated under reduced pressure
  2. customthe residue is triturated repeatedly with diethyl ether
  3. filtrationthe precipitated solid is filtered off
  4. customdried under reduced pressure
  5. customThe residue is then purified by column chromatography on silica gel (mobile phase dichloromethane/methanol 10/2)

Quellen und Nachweise

ORD-Eintrag
ord-1653111f11c149c6a8b3a71879c27fb2
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08580778B2

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