Potassium Carbonate → HCID 78992995, Verbindung

HRID 1504595Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1504595
Cl[C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][N:3]=1.[NH:11]1[CH2:14][CH:13]([OH:15])[CH2:12]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[OH:15][CH:13]1[CH2:14][N:11]([C:2]2[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][N:3]=2)[CH2:12]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 804566-ChloronicotinamideHCID 15142903-Hydroxyazetidine

Produkt 1

HCID 78992995HCID 78992995, VerbindungAusbeute 25,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
125 °C

Versuchsvorschrift

To a solution of 6-chloronicotinamide (0.16 g, 1 mmol) and azetidin-3-ol (73 mg, 1 mmol) in DMF (5 ml) under nitrogen was added K2CO3 (0.41 g, 3 mmol). The resulting solution was stirred under nitrogen at 125° C. for 24 h. After all the starting materials were consumed, the reaction mixture was allowed to cool to ambient temperature. The reaction mixture was then filtered and the filter cake was washed with ethyl acetate. The combined filtrates were concentrated to afford the title compound (50 mg, 25%) as a yellow solid. [LCMS RtA=0.81 min, [M+H]+=194.1].

Aufarbeitung

  1. customAfter all the starting materials were consumed
  2. temperatureto cool to ambient temperature
  3. filtrationThe reaction mixture was then filtered
  4. washthe filter cake was washed with ethyl acetate
  5. concentrationThe combined filtrates were concentrated

Quellen und Nachweise

ORD-Eintrag
ord-df7dc700cbb94f0fae475e32b9162eb5
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09216182B2

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