Chloroacetyl chloride → dimethyl 5-(chloroacetyl)-13-cyclohexyl-6,7-dihydro-5H-indolo[1,2-d][1,4]benzodiazepine-6,10-dicarboxylate

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Reaktionsgleichung

[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH:6]1([C:12]2[C:13]3[CH:14]=[CH:15][C:16]([C:34]([O:36][CH3:37])=[O:35])=[CH:17][C:18]=3[N:19]3[C:25]=2[C:24]2[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=2[NH:22][CH:21]([C:30]([O:32][CH3:33])=[O:31])[CH2:20]3)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1>CCOC(C)=O>[Cl:1][CH2:2][C:3]([N:22]1[C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[C:25]2=[C:12]([CH:6]3[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]3)[C:13]3[CH:14]=[CH:15][C:16]([C:34]([O:36][CH3:37])=[O:35])=[CH:17][C:18]=3[N:19]2[CH2:20][CH:21]1[C:30]([O:32][CH3:33])=[O:31])=[O:4]

Komponenten

Reaktionsbedingungen

Temperatur: 40 °C

Versuchsvorschrift

Chloroacetyl chloride (5 eq) was added to a sealed tube containing dimethyl 13-cyclohexyl-6,7-dihydro-5H-indolo[1,2-d][1,4]benzodiazepine-6,10-dicarboxylate (1 eq.). The mixture was heated at 40° C. overnight. The mixture was allowed to cool to RT before being diluted with EtOAc and washed with saturated aqueous NaHCO3 and brine. The organic phase was dried over sodium sulfate, filtered and evaporated in vacuo to afford the title compound (quant.). MS (ES+) m/z 509 (M+H)+.

Aufarbeitung

temperatureto cool to RT
washwashed with saturated aqueous NaHCO3 and brine
dry with materialThe organic phase was dried over sodium sulfate
filtrationfiltered
customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag: ord-5c018ae5d212428ea2e570d54bc91dba
Quelldatensatz: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08232390B2

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