9-oxo-9H-indeno(1,2-b)pyrazine-2,3-dicarbonitrile → HCID 16065358, Verbindung

HRID 240309

Reaktionsgleichung

Reaktionsgleichung von HRID 240309
Cl.[F:2][C:3]1([F:9])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[O:10]=[C:11]1[C:23]2[C:18](=[N:19][C:20](C#N)=[C:21]([C:24]#[N:25])[N:22]=2)[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]1=2>[OH-].[Na+].C1COCC1>[F:2][C:3]1([F:9])[CH2:8][CH2:7][N:6]([C:20]2[N:19]=[C:18]3[C:17]4[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=4[C:11](=[O:10])[C:23]3=[N:22][C:21]=2[C:24]#[N:25])[CH2:5][CH2:4]1

Komponenten

5

Edukt 2

HCID 2929299-oxo-9H-indeno(1,2-b)pyrazine-2,3-dicarbonitrileHCID 27583514,4-Difluoropiperidine hydrochloride

Produkt 1

HCID 16065358HCID 16065358, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

4,4-Difluoropiperidine hydrochloride (249 mg, 1.58 mmol) was dissolved in 1N NaOH (5 ml) and extracted with CH2Cl2 (2×5 ml). Organic phase was dried over Na2SO4, filtered and evaporated. The residue was dissolved in THF (2 ml) and this solution was added to a solution of 1 (185 mg, 0.79 mmol) in THF (2 ml); the mixture was stirred at room temperature for 48 hours. The solvent was evaporated, the crude solid washed with EtOH and dried under vacuum, affording 8 (245 mg, 95%) as yellow-brown solid.

Aufarbeitung

  1. extractionextracted with CH2Cl2 (2×5 ml)
  2. dry with materialOrganic phase was dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated
  5. dissolutionThe residue was dissolved in THF (2 ml)
  6. customThe solvent was evaporated
  7. washthe crude solid washed with EtOH
  8. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-48e5c379424043b89874b39d371f86e2
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08648076B2

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