3,8-Dioxabicyclo[3.2.1]octane-2,4-dione → 3-[4-[4-(6-Chloro-2-pyrazinyl)-1-piperazinyl]butyl]-8-oxa-3-azabicyclo[3.2.1]octane-2,4-dione

HRID 1253265ノート

反応式

HRID 1253265 の反応式
[O:1]1[CH:5]2[C:6]([O:8][C:9](=[O:10])[CH:2]1[CH2:3][CH2:4]2)=O.[NH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][N:19]([C:22]2[CH:27]=[N:26][CH:25]=[C:24]([Cl:28])[N:23]=2)[CH2:18][CH2:17]1>C(Cl)Cl>[Cl:28][C:24]1[N:23]=[C:22]([N:19]2[CH2:18][CH2:17][N:16]([CH2:15][CH2:14][CH2:13][CH2:12][N:11]3[C:6](=[O:8])[CH:5]4[O:1][CH:2]([CH2:3][CH2:4]4)[C:9]3=[O:10])[CH2:21][CH2:20]2)[CH:27]=[N:26][CH:25]=1

参加物

4

反応物 2

HCID 134257993,8-Dioxabicyclo[3.2.1]octane-2,4-dioneHCID 140865264-[4-(6-Chloropyrazin-2-yl)piperazin-1-yl]butan-1-amine

生成物 1

HCID 141563713-[4-[4-(6-Chloro-2-pyrazinyl)-1-piperazinyl]butyl]-8-oxa-3-azabicyclo[3.2.1]octane-2,4-dione

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Tetrahydrofuran-2,5-dicarboxylic anhydride (1.26 g., 8.8 mmole) and 1-(4-aminobutyl)-4-(6-chloro-2-pyrazinyl)piperazine (2.37 g., 8.8 mmole) were combined and stirred for 30 minutes in 200 ml. of methylene chloride. The solvent was removed in vacuum and replaced with 300 ml. of xylene. The mixture as refluxed for 48 hours with water removal via a Dean-Stark trap. After cooling, the mixture was filtered through 75 g. of silica gel and the column rinsed with 5% ethanol/chloroform. The product was concentrated in vacuum and recrystallized from isopropanol with addition of 4N isopropanolic HCl. 0.60 Grams of the title compound was obtained as the monohydrochloride; m.p. 233°-235° C. (d).

後処理

  1. customThe solvent was removed in vacuum
  2. temperatureThe mixture as refluxed for 48 hours with water removal via a Dean-Stark trap
  3. temperatureAfter cooling
  4. filtrationthe mixture was filtered through 75 g
  5. washof silica gel and the column rinsed with 5% ethanol/chloroform
  6. concentrationThe product was concentrated in vacuum
  7. customrecrystallized from isopropanol with addition of 4N isopropanolic HCl

出典と根拠

ORDレコード
ord-9da688d532494728b3fdbb0b3f23bb24
出典データセット
uspto-grants-1988_05
特許番号
US04748240

反応ノート

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