3-Pentanamine → Ethyl 7-[(1-ethylpropyl)amino]-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate

HRID 890215Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 890215
[NH2:1][CH:2]([CH2:5][CH3:6])[CH2:3][CH3:4].Cl[C:8]1[N:13]2[N:14]=[C:15]([CH3:26])[C:16]([C:17]3[C:22]([CH3:23])=[CH:21][C:20]([CH3:24])=[CH:19][C:18]=3[CH3:25])=[C:12]2[N:11]=[C:10]([CH3:27])[C:9]=1[C:28]([O:30][CH2:31][CH3:32])=[O:29]>C(#N)C>[CH2:3]([CH:2]([NH:1][C:8]1[N:13]2[N:14]=[C:15]([CH3:26])[C:16]([C:17]3[C:22]([CH3:23])=[CH:21][C:20]([CH3:24])=[CH:19][C:18]=3[CH3:25])=[C:12]2[N:11]=[C:10]([CH3:27])[C:9]=1[C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:5][CH3:6])[CH3:4]

Komponenten

4

Edukt 2

HCID 120193-PentanamineHCID 22249592Ethyl 7-chloro-3mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-carboxylate

Produkt 1

HCID 22249551Ethyl 7-[(1-ethylpropyl)amino]-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

3-Aminopentane (5 mL) was added to a solution of ethyl 7-chloro-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-carboxylate (1.94 g, 5.22 mmol) in acetonitrile (20 mL), followed by heating under reflux for eight hours. The mixture was extracted with ethyl acetate, and the organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (20% ethyl acetate/hexane), to give the title compound (1.70 g).

Aufarbeitung

  1. temperatureby heating
  2. temperatureunder reflux for eight hours
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated
  7. customThe residue was purified by silica gel column chromatography (20% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-c408ad36a9ab444e86002f61f5381c50
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06995163B2

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