Ethanol → N-(3-methyl-benzylidene)-N'-(7-morpholin-4-yl-3-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine

HRID 1878525Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1878525
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]2[N:14]=[CH:15][C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:4]2[N:3]=1.O.[NH2:24][NH2:25].[CH2:26](O)[CH3:27]>>[CH3:19][C:18]1[CH:17]=[C:16]([CH:4]=[CH:26][CH:27]=1)[CH:15]=[N:24][NH:25][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]2[N:14]=[CH:15][C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:4]2[N:3]=1

Komponenten

4

Edukt 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 585311525-Chloro-7-morpholin-4-yl-3-phenyl-pyrazolo[1,5-a]pyrimidine

Produkt 1

HCID 76814774N-(3-methyl-benzylidene)-N'-(7-morpholin-4-yl-3-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

There was suspended, in ethanol (2 mL), 5-chloro-7-morpholin-4-yl-3-phenyl-pyrazolo[1,5-a]pyrimidine (42.1 mg, 0.134 mM) and then hydrazine monohydrate (65.0 μL, 1.34 mM) was added to the suspension. This suspension was stirred at 150° C. for 20 minutes under the irradiation with microwaves, the solvent was then distilled off, the resulting residue was diluted with a saturated aqueous common salt solution and extracted with ethyl acetate. The extracts thus obtained were combined, dried over anhydrous sodium sulfate, and the solvent was then distilled off. The resulting residue was suspended in ethanol (2 mL), then acetic acid (2.0 μL, 0.035 mM) and 3-methyl-benzaldehyde (15.8 μL, 0.134 mM) were added to the suspension and the mixture was stirred at room temperature for 2 hours and a half.

Aufarbeitung

  1. distillationthe solvent was then distilled off
  2. additionthe resulting residue was diluted with a saturated aqueous common salt solution
  3. extractionextracted with ethyl acetate
  4. customThe extracts thus obtained
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was then distilled off
  7. additionacetic acid (2.0 μL, 0.035 mM) and 3-methyl-benzaldehyde (15.8 μL, 0.134 mM) were added to the suspension
  8. stirringthe mixture was stirred at room temperature for 2 hours

Quellen und Nachweise

ORD-Eintrag
ord-45991ac0a9554cacb441d19bbeeec47b
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08314098B2

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