Ethanol → HCID 178504228, Verbindung

HRID 44951

Reaktionsgleichung

Reaktionsgleichung von HRID 44951
[CH3:1][Si:2]([CH3:19])([CH3:18])[CH2:3][CH2:4][O:5][CH2:6][N:7]1[C:11]2[N:12]=[CH:13][CH:14]=[C:15]([C:16]#[N:17])[C:10]=2[CH:9]=[CH:8]1.C(O)C.Cl.[NH2:24][OH:25].C(=O)([O-])[O-].[K+].[K+]>>[OH:25][NH:24][C:16]([C:15]1[C:10]2[CH:9]=[CH:8][N:7]([CH2:6][O:5][CH2:4][CH2:3][Si:2]([CH3:19])([CH3:18])[CH3:1])[C:11]=2[N:12]=[CH:13][CH:14]=1)=[NH:17]

Komponenten

5

Edukt 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 574776601-[2-(Trimethylsilyl)ethoxy]methyl-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile

Produkt 1

HCID 178504228HCID 178504228, VerbindungAusbeute 97,9 %

Versuchsvorschrift

1-[2-(Trimethylsilyl)ethoxy]methyl-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (0.05 g, 0.0002 mol) was dissolved in ethanol (2.0 mL, 0.034 mol), and then hydroxylamine hydrochloride (0.023 g, 0.00033 mol) and potassium carbonate (0.10 g, 0.00073 mol) were added. The reaction was heated to reflux for 5 h, and the reaction was then allowed to cool to rt and filtered to remove the solids. The filtrate was concentrated to give the product 0.06 g as yellow oily residue, LC/MS (M+H)+ 307.

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 5 h
  3. filtrationfiltered
  4. customto remove the solids
  5. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-c4a9160da55f4dc9a7961406605712cb
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541425B2

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