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Piperazine → N-Desmethylzopiclone

HRID 27075
ノート
印刷プレビュー

反応式

HRID 27075 の反応式
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH:22]([O:23][C:24]([O:26]C3C=CC=CC=3)=O)[C:21]3[C:16](=[N:17][CH:18]=[CH:19][N:20]=3)[C:15]2=[O:33])=[N:12][CH:13]=1>C(#N)C.C(Cl)Cl>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH:22]([O:23][C:24]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)=[O:26])[C:21]3[C:16](=[N:17][CH:18]=[CH:19][N:20]=3)[C:15]2=[O:33])=[N:12][CH:13]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 4837PiperazineHCID 23343640Carbonic acid, 6-(5-chloro-2-pyridinyl)-6,7-dihydro-7-oxo-5H-pyrrolo(3,4-b)pyrazin-5-yl phenyl ester

生成物 1

HCID 162892N-Desmethylzopiclone収率 37.8%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

Anhydrous piperazine (86 g.) is added to a suspension of 6-(5-chloropyrid-2-yl)-7-oxo-5-phenoxycarbonyloxy-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine (76.4 g.) in acetonitrile (760 cc.). The reaction mixture is stirred for 5 hours at a temperature of about 20° C. and then the insoluble product is filtered off, washed with acetonitrile (3×25 cc.) and with diisopropyl ether (50 cc.). After drying, a product (30.8 g.) is obtained and is dissolved in methylene chloride (750 cc.). A small amount of insoluble matter is removed by treating the solution with decolourising charcoal (2 g.). After filtration, the solution is concentrated to dryness under reduced pressure. 6-(5-Chloropyrid-2-yl)-7-oxo-5-(piperazin-1-yl)carbonyloxy-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine (28.3 g.), which melts at 205° C., is thus obtained.

後処理

  1. filtrationthe insoluble product is filtered off
  2. washwashed with acetonitrile (3×25 cc.) and with diisopropyl ether (50 cc.)
  3. customAfter drying
  4. customa product (30.8 g.) is obtained
  5. customA small amount of insoluble matter is removed
  6. additionby treating the solution with decolourising charcoal (2 g.)
  7. filtrationAfter filtration
  8. concentrationthe solution is concentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-e701cf5cd05646aa9793784b20d814f2
出典データセット
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04220646

反応ノート

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