4H-Pyrido(2,1-a)phthalazine-1-carboxamide, 10-chloro-N,N-diethyl-4-oxo-3-phenyl- → HCID 53647567, Verbindung

HRID 477806Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 477806
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[N:7][N:8]3[C:15](=[O:16])[C:14]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[CH:13][C:12]([C:23]([N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])=[O:24])=[C:9]32)=[CH:4][CH:3]=1.[BH4-].[Li+]>O1CCCC1>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][NH:7][N:8]3[C:15](=[O:16])[C:14]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)=[CH:13][C:12]([C:23]([N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])=[O:24])=[C:9]32)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 30666894H-Pyrido(2,1-a)phthalazine-1-carboxamide, 10-chloro-N,N-diethyl-4-oxo-3-phenyl-HCID 4148881Lithium borohydride2×

Produkt 1

HCID 53647567HCID 53647567, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2.7 g of 10-chloro-N,N-diethyl-4-oxo-3-phenyl-4H-pyrido[2,1-a]phthalazine-1-carboxamide are suspended in 65 ml of tetrahydrofuran under argon, whereupon 150 mg of lithium borohydride are added thereto, the mixture is stirred at room temperature for 4 hours, an additional 75 mg of lithium borohydride are added thereto and the mixture is stirred further until the reaction finishes. The reaction mixture is poured into 300 ml of ice-water, whereby the product crystallizes out. The crude product is chromatographed on silica gel. By recrystallization from toluene, there is obtained 10-chloro-N,N-diethyl-6,7-dihydro-4-oxo-3-phenyl-4H-pyrido[2,1-a]phthalazine-1-carboxamide of m.p. 192°-194° (toluene).

Aufarbeitung

  1. additionare added
  2. stirringthe mixture is stirred further until the reaction
  3. customcrystallizes out
  4. customThe crude product is chromatographed on silica gel
  5. customBy recrystallization from toluene

Quellen und Nachweise

ORD-Eintrag
ord-b9a40d64ddf54b1d9783742b6953f9e7
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04889854

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