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

HRID 1518222노트

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HRID 1518222 반응식
[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]

참가 물질

4

반응물 2

HCID 6577Chloroacetyl chlorideHCID 66673930dimethyl 13-cyclohexyl-6,7-dihydro-5H-indolo[1,2-d][1,4]benzodiazepine-6,10-dicarboxylate

생성물 1

HCID 68708149dimethyl 5-(chloroacetyl)-13-cyclohexyl-6,7-dihydro-5H-indolo[1,2-d][1,4]benzodiazepine-6,10-dicarboxylate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
40 °C

실험 절차

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)+.

후처리

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

출처 및 근거

ORD 기록
ord-5c018ae5d212428ea2e570d54bc91dba
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232390B2

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