Sodium Bicarbonate → HCID 22989428, Verbindung

HRID 1169097

Reaktionsgleichung

Reaktionsgleichung von HRID 1169097
[NH2:1][CH2:2][CH:3]([OH:25])[CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([O:11][CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][CH2:6]1.Cl[C:27]1[CH:28]=[CH:29][C:30]2[N:31]([N:33]=[CH:34][N:35]=2)[N:32]=1.C(=O)(O)[O-].[Na+]>>[C:13]1([CH:12]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[O:11][CH:8]2[CH2:9][CH2:10][N:5]([CH2:4][CH:3]([OH:25])[CH2:2][NH:1][C:27]3[CH:28]=[CH:29][C:30]4[N:31]([N:33]=[CH:34][N:35]=4)[N:32]=3)[CH2:6][CH2:7]2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Komponenten

4

Edukt 3

HCID 516892Sodium BicarbonateHCID 112406116-Chloro-(1,2,4)triazolo(1,5-b)pyridazineHCID 229892803-[4-(Diphenylmethoxy)piperidino]-2-hydroxypropylamine

Produkt 1

HCID 22989428HCID 22989428, VerbindungAusbeute 56 %

Versuchsvorschrift

0.675 g of 1-amino-3-[4-(diphenylmethoxy)piperidino]-2-propanol and 0.335 g of 6-chloro[1,2,4]triazolo[1,5-b]pyridazine were stirred at 135-140° C. for 3 hours. After cooling, aqueous sodium bicarbonate was added, followed by extraction with ethyl acetate-tetrahydrofuran (2:1); the extract was washed with saline, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with ethyl acetate:methanol:triethylamine (90:10:1). The desired fraction was collected, recrystallized from ethyl acetate and dried to yield 0.509 g of the title compound.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionfollowed by extraction with ethyl acetate-tetrahydrofuran (2:1)
  3. washthe extract was washed with saline
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. washeluted with ethyl acetate:methanol:triethylamine (90:10:1)
  7. customThe desired fraction was collected
  8. customrecrystallized from ethyl acetate
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-26b4073be4df4455880d63e43b59a5d8
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06627630B1

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