Tetrahydrofuran → N-[(Dimethylamino)methyl]-N-(4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2,4-dichlorobenzamide

HRID 3581

Reaktionsgleichung

Reaktionsgleichung von HRID 3581
[H-].[Na+].[CH:3]1[CH:4]=[CH:5][N:6]2[CH2:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[N:9]([C:17]([C:19]3[CH:24]=[CH:23][C:22]([NH:25][C:26](=[O:35])[C:27]4[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:28]=4[Cl:34])=[CH:21][CH:20]=3)=[O:18])[CH2:8][C:7]=12.[I-].C[CH:38]=[N+:39]=[CH:40]C.O1CCC[CH2:43]1>C(OCC)C>[CH3:38][N:39]([CH2:40][N:25]([C:22]1[CH:21]=[CH:20][C:19]([C:17]([N:9]2[C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[CH2:12][N:6]3[CH:5]=[CH:4][CH:3]=[C:7]3[CH2:8]2)=[O:18])=[CH:24][CH:23]=1)[C:26](=[O:35])[C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:28]=1[Cl:34])[CH3:43]

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 9826254N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)-phenyl]2,4-dichlorobenzamideHCID 21892197N,N-dimethylmethyleneammoniumiodide

Produkt 1

HCID 70057901N-[(Dimethylamino)methyl]-N-(4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2,4-dichlorobenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a suspension under argon of 0.072 g of sodium hydride (60% in oil) in 10 ml of tetrahydrofuran is added 0.71 g of N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-2,4-dichlorobenzamide and the mixture stirred at room temperature for 1 hour. To the mixture is added N,N-dimethylmethyleneammonium iodide and the mixture stirred 20 hours. The mixture is diluted with diethyl ether (30 ml), filtered and the filtrate concentrated under vacuum. The residue is triturated with hexane to give 0.76 g of white solid, m.p. 126°-129° C.

Aufarbeitung

  1. stirringthe mixture stirred 20 hours
  2. filtrationfiltered
  3. concentrationthe filtrate concentrated under vacuum
  4. customThe residue is triturated with hexane

Quellen und Nachweise

ORD-Eintrag
ord-f622b83a3d264ad793a2b753b8ea0077
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733905

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