(S)-8-chloro-11,12,13,13a-tetrahydro-1-(hydroxymethy)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one → (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo [1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde

HRID 867538ノート

反応式

HRID 867538 の反応式
[Cl:1][C:2]1[C:7]2[C:8](=[O:21])[N:9]3[CH2:20][CH2:19][CH2:18][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[CH2:16][OH:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1>[O-2].[Mn+4].[O-2].C(Cl)Cl>[Cl:1][C:2]1[C:7]2[C:8](=[O:21])[N:9]3[CH2:20][CH2:19][CH2:18][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[CH:16]=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 54098055(S)-8-chloro-11,12,13,13a-tetrahydro-1-(hydroxymethy)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one

生成物 1

HCID 22840050(S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo [1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 15.2 g (50 mmol) of (S)-8-chloro-11,12,13,13a-tetrahydro-1-(hydroxymethyl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one, 60 g of manganese (IV) oxide and 300 ml of methylene chloride is stirred at room temperature for 1.5 hours. The mixture is suction filtered over Dicalit, the residue is rinsed with methylene chloride and the filtrate is evaporated. After recrystallization from methylene chloride/ethyl acetate there is obtained (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo [1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde of melting point 224°-225°.

後処理

  1. filtrationfiltered over Dicalit
  2. washthe residue is rinsed with methylene chloride
  3. customthe filtrate is evaporated
  4. customAfter recrystallization from methylene chloride/ethyl acetate there

出典と根拠

ORDレコード
ord-5a8c09a84a7548829dda779cc935218a
出典データセット
uspto-grants-1988_10
特許番号
US04775671

反応ノート

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