Potassium Carbonate → 4-(3-Bromopropionyl)-1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one

HRID 1902487

Reaktionsgleichung

Reaktionsgleichung von HRID 1902487
[Br:1][CH2:2][CH2:3][C:4](Cl)=[O:5].[CH3:7][N:8]1[C:17]2[C:16](=[O:18])[NH:15][C:14]3[CH:19]=[CH:20][CH:21]=[CH:22][C:13]=3[NH:12][C:11]=2[C:10]([CH3:23])=[CH:9]1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[Br:1][CH2:2][CH2:3][C:4]([N:12]1[C:13]2[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=2[NH:15][C:16](=[O:18])[C:17]2[N:8]([CH3:7])[CH:9]=[C:10]([CH3:23])[C:11]1=2)=[O:5]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 84944Propanoyl chloride, 3-bromo-HCID 189759801,3-Dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one

Produkt 1

HCID 205154874-(3-Bromopropionyl)-1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-oneAusbeute 70,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

A solution of 3.42 g of 3-bromopropionyl chloride in 20 ml of dioxane is added dropwise to 4.54 g of 1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one, 5.0 g of powdered anhydrous potassium carbonate and 80 ml of dry dioxane in the course of 10 minutes at from 50° to 60° C., and the mixture is stirred at this temperature for a further 2 hours. The solvent is stripped off in vacuo, and the resulting solid residue is stirred with 300 ml of ice water and filtered off. 5.1 g of the title compound of m.p. 194° to 195° C. (D.) are obtained after recrystallization from isopropanol.

Aufarbeitung

  1. filtrationfiltered off

Quellen und Nachweise

ORD-Eintrag
ord-b6b3a5d6631842f8bfcdd9faff645788
Quelldatensatz
uspto-grants-1982_12
Patentnummer
US04363816

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