4-Ethoxy-7,9-dimethyl-8-(4-nitrobenzyl)-2-piperazin-1-yl-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine → 8-(4-Aminobenzyl)-4-ethoxy-7,9-dimethyl-2-piperazin-1-yl-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine

HRID 556421Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 556421
[OH-].[NH3+]N.[CH2:4]([O:6][C:7]1[C:8]2[S:21][C:20]3[N:22]=[C:23]([CH3:37])[C:24]([CH2:27][C:28]4[CH:33]=[CH:32][C:31]([N+:34]([O-])=O)=[CH:30][CH:29]=4)=[C:25]([CH3:26])[C:19]=3[C:9]=2[N:10]=[C:11]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[N:12]=1)[CH3:5]>C(O)C.[Pd]>[NH2:34][C:31]1[CH:32]=[CH:33][C:28]([CH2:27][C:24]2[C:23]([CH3:37])=[N:22][C:20]3[S:21][C:8]4[C:7]([O:6][CH2:4][CH3:5])=[N:12][C:11]([N:13]5[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]5)=[N:10][C:9]=4[C:19]=3[C:25]=2[CH3:26])=[CH:29][CH:30]=1

Komponenten

5

Edukt 2

HCID 116559154-Ethoxy-7,9-dimethyl-8-(4-nitrobenzyl)-2-piperazin-1-yl-pyrido[3',2':4,5]thieno[3,2-d]pyrimidineHCID 44558531Aminoammonium hydroxide

Produkt 1

HCID 115832068-(4-Aminobenzyl)-4-ethoxy-7,9-dimethyl-2-piperazin-1-yl-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

40 mg 10% Pd/C and 0.5 ml (10 mmol) hydraziniumhydroxide are added to 0.36 g (0.8 mmol) 4-ethoxy-7,9-dimethyl-8-(4-nitrobenzyl)-2-piperazin-1-yl-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine in 3 ml ethanol. Then, refluxing is carried for 10 h, the solvent is removed and the residue is taken up with 50 ml chloroform. Following filtration, the solvent is removed and the residue is recrystallized from chloroform/cyclohexane. 0.16 g (45%) of the title substance is obtained.

Aufarbeitung

  1. temperatureThen, refluxing
  2. customthe solvent is removed
  3. filtrationfiltration
  4. customthe solvent is removed
  5. customthe residue is recrystallized from chloroform/cyclohexane
  6. custom0.16 g (45%) of the title substance is obtained

Quellen und Nachweise

ORD-Eintrag
ord-a2020dcb98cf4e7abd4ee502d174d483
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058285B2

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