6-Acetyl-7-chloro-1H-pyrazolo[4,3-b]pyridine → 6-Acetyl-7-allylamino-1H-pyrazolo[4,3-b]pyridine

HRID 1904278Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1904278
[C:1]([C:4]1[C:5](Cl)=[C:6]2[NH:12][N:11]=[CH:10][C:7]2=[N:8][CH:9]=1)(=[O:3])[CH3:2]>C(N)C=C>[C:1]([C:4]1[C:5]([NH:8][CH2:7][CH:6]=[CH2:5])=[C:6]2[NH:12][N:11]=[CH:10][C:7]2=[N:8][CH:9]=1)(=[O:3])[CH3:2]

Komponenten

3

Edukt 1

HCID 200387626-Acetyl-7-chloro-1H-pyrazolo[4,3-b]pyridine

Produkt 1

HCID 200387686-Acetyl-7-allylamino-1H-pyrazolo[4,3-b]pyridineAusbeute 152,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7853AllylamineLösungsmittel

Versuchsvorschrift

A solution of 6-acetyl-7-chloro-1H-pyrazolo[4,3-b]pyridine (D15, 340 mg, 1.7 mmol) in allylamine (5 ml) was stirred at room temperature for 16 h. Excess allylamine was removed in vacuo and the residue was dissolved in aqueous methanol. The solution was adjusted to pH 8 with 10% sodium carbonate solution, and extracted with ethyl acetate (4×50 ml). The extracts were washed with brine (50 ml), dried (MgSO4) and evaporated in vacuo to give a sticky solid. This was crystallised from ethyl acetate/ethanol to give the title compound (280 mg, 75%), m.p. 211°-213° C. Found: C, 60.49; H, 5.81; N, 25.55. C11H12N4O requires C, 61.10; H, 5.59; N, 25.91%.

Aufarbeitung

  1. customExcess allylamine was removed in vacuo
  2. dissolutionthe residue was dissolved in aqueous methanol
  3. extractionextracted with ethyl acetate (4×50 ml)
  4. washThe extracts were washed with brine (50 ml)
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo
  7. customto give a sticky solid
  8. customThis was crystallised from ethyl acetate/ethanol

Quellen und Nachweise

ORD-Eintrag
ord-b95657d9ac474680bd25249c27055511
Quelldatensatz
uspto-grants-1989_06
Patentnummer
US04837238

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