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

HRID 867540ノート

反応式

HRID 867540 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[CH:16]=O)[C:6]=2[CH:5]=[CH:4][CH:3]=1.Cl.[NH2:23]O.C([O-])=O.[Na+].O>C(O)=O>[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[C:16]#[N:23])[C:6]=2[CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 2723810Sodium FormateHCID 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

生成物 1

HCID 54287641(S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carbonitrile

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

35.7 g (118 mmol) of (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxaldehyde are heated to boiling under reflux for 6 hours together with 9.52 g (137 mmol) of hydroxylamine hydrochloride and 14.6 g (214 mmol) of sodium formate in 178 ml of formic acid. The solution obtained is then poured into 2.5 l of water; the precipitated product is filtered off under suction and rinsed with water. 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-carbonitrile of melting point 236°-237°.

後処理

  1. customThe solution obtained
  2. filtrationthe precipitated product is filtered off under suction
  3. washrinsed with water
  4. customAfter recrystallization from methylene chloride/ethyl acetate there

出典と根拠

ORDレコード
ord-ab7df7483fc447c09617a328aa758a6f
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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