Dimethylformamide → cyclohexyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate

HRID 1154450노트

반응식

HRID 1154450 반응식
[CH:1]1([OH:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN(C)C=O.[H-].[Na+].[Cl:15][C:16]1[C:21]2[C:22](=[O:40])[N:23]3[CH2:39][CH2:38][CH2:37][C@H:24]3[C:25]3[N:26]([CH:27]=[N:28][C:29]=3[C:30](N3C=CN=C3)=[O:31])[C:20]=2[CH:19]=[CH:18][CH:17]=1>O>[Cl:15][C:16]1[C:21]2[C:22](=[O:40])[N:23]3[CH2:39][CH2:38][CH2:37][C@H:24]3[C:25]3[N:26]([CH:27]=[N:28][C:29]=3[C:30]([O:7][CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[O:31])[C:20]=2[CH:19]=[CH:18][CH:17]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 7966CyclohexanolHCID 24758Sodium hydrideHCID 54332091(S)-1-[(8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-1-yl)carbonyl]imidazole

생성물 1

HCID 54094222cyclohexyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 601 mg (6 mmol) of cyclohexanol, 10 ml of dimethylformamide and 288 mg (6 mmol) of sodium hydride (55 percent oil dispersion) is stirred at room temperature for 0.5 hour, the solution obtained is treated with 2.20 g (6 mmol) of (S)-1-[(8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-1-yl)carbonyl]imidazole, the mixture is stirred at room temperature for a further 0.5 hour and then poured into about 70 ml of water. The precipitated material is filtered off under suction, washed with water and dried. By recrystallization from ethyl acetate there is obtained cyclohexyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate of melting point 166°-167°.

후처리

  1. customthe solution obtained
  2. stirringthe mixture is stirred at room temperature for a further 0.5 hour
  3. filtrationThe precipitated material is filtered off under suction
  4. washwashed with water
  5. customdried
  6. customBy recrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-9cbbf33ba0664b34abe0d70f41cbe720
출처 데이터셋
uspto-grants-1984_12
특허 번호
US04489003

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