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Methylhydrazine → (S)-8-chloro-1-(1,3-dimethyl-1H-1,2,4-triazol-5-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one

HRID 867533
ノート
印刷プレビュー

反応式

HRID 867533 の反応式
[Cl:1][C:2]1[C:7]2[C:8](=[O:27])[N:9]3[CH2:26][CH2:25][CH2:24][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]([N:18]=[C:19](N(C)C)[CH3:20])=O)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:28][NH:29][NH2:30]>C(O)(=O)C>[Cl:1][C:2]1[C:7]2[C:8](=[O:27])[N:9]3[CH2:26][CH2:25][CH2:24][C@H:10]3[C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]3[N:29]([CH3:28])[N:30]=[C:19]([CH3:20])[N:18]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6061MethylhydrazineHCID 54118268(S)-8-chloro-N-[1-(dimethylamino)ethylidene]-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxamide

生成物 1

HCID 53750533(S)-8-chloro-1-(1,3-dimethyl-1H-1,2,4-triazol-5-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 3.96 g (10.3 mmol) of (S)-8-chloro-N-[1-(dimethylamino)ethylidene]-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxamide, 25 ml of glacial acetic acid and 0.65 ml (12.4 mmol) of methylhydrazine is stirred at 90° for 1.75 hours. The solution is then evaporated in vacuo and the residue is chromatographed on silica gel while eluting with ethyl acetate/methanol (19:1). After recrystallization from methylene chloride/ethyl acetate there is obtained (S)-8-chloro-1-(1,3-dimethyl-1H-1,2,4-triazol-5-yl)-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one of melting point 221°-222°.

後処理

  1. customThe solution is then evaporated in vacuo
  2. customthe residue is chromatographed on silica gel
  3. washwhile eluting with ethyl acetate/methanol (19:1)
  4. customAfter recrystallization from methylene chloride/ethyl acetate there

出典と根拠

ORDレコード
ord-00ca1543cf3e4bfcb05a3e82ae775ccd
出典データセット
uspto-grants-1988_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04775671

反応ノート

読み込み中…

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