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 1154450ノート

反応式

HRID 1154450 の反応式
[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

参加物

6

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-9cbbf33ba0664b34abe0d70f41cbe720
出典データセット
uspto-grants-1984_12
特許番号
US04489003

反応ノート

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