Methanol → HCID 178471968, Verbindung

HRID 240312

Reaktionsgleichung

Reaktionsgleichung von HRID 240312
[CH2:1]([O:3][C:4](=[O:8])[CH2:5][C:6]#[N:7])[CH3:2].[H-].[Na+].[O:11]=[C:12]1[C:24]2[C:19](=[N:20][C:21](C#N)=[C:22]([C:25]#[N:26])[N:23]=2)[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]1=2.CO>CN(C=O)C>[C:6]([C:5]([C:21]1[N:20]=[C:19]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:12](=[O:11])[C:24]2=[N:23][C:22]=1[C:25]#[N:26])=[C:4]([O:3][CH2:1][CH3:2])[OH:8])#[N:7]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 7764Ethyl cyanoacetateHCID 24758Sodium hydrideHCID 2929299-oxo-9H-indeno(1,2-b)pyrazine-2,3-dicarbonitrile

Produkt 1

HCID 178471968HCID 178471968, VerbindungAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

Ethylcyanoacetate (110 mg, 0.970 mmol) was dissolved, under inert atmosphere, in dry DMF (1 ml) and NaH (39 mg, 0.970 mmol) was added in one portion. After 30 min, a solution of 1 (150 mg, 0.646 mmol) in dry DMF (2 ml) was added dropwise. After 15 min MeOH was added and the solution stirred for 10 min. The solvents were evaporated and the crude purified by flash chromatography (EtOAc:MeOH 9:1) affording 22 as a dark red solid (200 mg, 97%).

Aufarbeitung

  1. customThe solvents were evaporated
  2. customthe crude purified by flash chromatography (EtOAc:MeOH 9:1)

Quellen und Nachweise

ORD-Eintrag
ord-acdda630ff26422c8d67586bdcbc4117
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08648076B2

Verknüpfte Notizen

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