Dimethylformamide → HCID 86628339, Verbindung

HRID 21341

Reaktionsgleichung

Reaktionsgleichung von HRID 21341
[Cl:1][C:2]1[N:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:3]=1[C:4]([NH:6][C:7]([CH3:15])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:8])=[O:5].CN([CH:24]=[O:25])C>C1COCC1>[Cl:1][C:2]1[C:3]2[C:4](=[O:5])[N:6]([C:7]([CH3:15])([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH3:8])[CH:24]([OH:25])[C:16]=2[C:17]([Cl:20])=[CH:18][N:19]=1

Komponenten

4

Edukt 2

HCID 6228DimethylformamideHCID 866283382,5-dichloro-N-(1-methyl-1-phenylethyl)nicotinamide

Produkt 1

HCID 86628339HCID 86628339, VerbindungAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In a similar manner to Step 2 of Example 16, 2,5-dichloro-N-(1-methyl-1-phenylethyl)nicotinamide (400 mg, 1.29 mmol) was dissolved in THF (16 mL), and the solution was treated with n-butyllithium-hexane solution (2.71 mol/L, 1.20 mL, 3.23 mmol) and DMF (0.250 mL, 3.23 mmol), followed by purification by slurry (diisopropylether) and flash column chromatography (hexane/ethyl acetate=60/40 to 50/50) to obtain 4,7-dichloro-1-hydroxy-2-(1-methyl-1-phenylethyl)-1,2-dihydropyrrolo[3,4-c]pyridine-3-one (312 mg, yield 72%).

Aufarbeitung

  1. customfollowed by purification by slurry (diisopropylether) and flash column chromatography (hexane/ethyl acetate=60/40 to 50/50)

Quellen und Nachweise

ORD-Eintrag
ord-9b31b26df4874decaa6523a04b293c68
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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