Acetic Acid → HCID 58316762, Verbindung

HRID 1187281Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1187281
[Cl:1][C:2]1[C:3]([NH2:11])=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.C(O)(=O)C.C([BH3-])#N.[Na+].[CH:20]1([CH:23]=O)[CH2:22][CH2:21]1>C(O)C>[Cl:1][C:2]1[C:3]([NH:11][CH2:23][CH:20]2[CH2:22][CH2:21]2)=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 123114CyclopropanecarboxaldehydeHCID 5003444Sodium cyanoborohydrideHCID 260764515-Chloro-1H-pyrrolo[2,3-b]pyridin-4-amine

Produkt 1

HCID 58316762HCID 58316762, VerbindungAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

In a round bottom flask, 5-chloro-1H-pyrrolo[2,3-b]pyridin-4-ylamine (22, 0.21 g, 1.25 mmol) is combined with 3.5 mL of ethanol, acetic acid (0.38 g, 6.25 mmol), silica bound sodium cyanoborohydride (1.1 g, 1.02 mmol), and cyclopropanecarbaldehyde (23, 0.26 g, 4 mmol). The reaction mixture was stirred over night at room temperature, heated up to 145° C. until the reaction was complete, filtered, concentrated, and purified by flash chromatography to provide compound as a solid (24, 0.191 g; yield=69%).

Aufarbeitung

  1. temperatureheated up to 145° C. until the reaction
  2. filtrationfiltered
  3. concentrationconcentrated
  4. custompurified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-2388f06458044909afcd41a050baa81d
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673928B2

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