1-Methylpiperazine → 1-[4-(2,5-Dichlorophenoxy)-4-(2-thienyl)butyl]-4-methyl-piperazine difumarate

HRID 352121ノート

反応式

HRID 352121 の反応式
[Cl:1][C:2]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:3]=1[O:4][CH:5]([C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)[CH2:6][CH2:7][CH2:8]I.[CH3:20][N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.[C:27]([OH:34])(=[O:33])/[CH:28]=[CH:29]/[C:30]([OH:32])=[O:31]>O1CCCC1>[C:27]([OH:34])(=[O:33])/[CH:28]=[CH:29]/[C:30]([OH:32])=[O:31].[C:27]([OH:34])(=[O:33])/[CH:28]=[CH:29]/[C:30]([OH:32])=[O:31].[Cl:1][C:2]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:3]=1[O:4][CH:5]([C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)[CH2:6][CH2:7][CH2:8][N:24]1[CH2:25][CH2:26][N:21]([CH3:20])[CH2:22][CH2:23]1

参加物

5

反応物 3

HCID 531671-MethylpiperazineHCID 444972Fumaric AcidHCID 227151002-[1-(2,5-Dichlorophenoxy)-4-iodobutyl]thiophene

生成物 1

HCID 698282191-[4-(2,5-Dichlorophenoxy)-4-(2-thienyl)butyl]-4-methyl-piperazine difumarate収率 30%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The product from Example 19 step (c) (0.35 g, 0.83 mmol) was dissolved in anhydrous tetrahydrofuran (10 ml) and N-methylpiperazine (0.25 g, 2.49 mmol) added and stirred at room temperature for, 18 h. The precipitated white solid was filtered off and discarded. The filtrate was evaporated and the residue dissolved in methanol and placed on a CC SCX resin. After washing with methanol (150 ml), the product was liberated with 7N ammonia in methanol (100 ml). The solvents were evaporated and the residue dissolved in methanol, treated with one equivalent of fumaric acid, and stirred for ten minutes. The solvent was removed in vacuo and the solid residue recrystallised from hot isopropanol to afford the title compound (0.13 g, 30%).

後処理

  1. filtrationThe precipitated white solid was filtered off
  2. customThe filtrate was evaporated
  3. dissolutionthe residue dissolved in methanol
  4. washAfter washing with methanol (150 ml)
  5. customThe solvents were evaporated
  6. dissolutionthe residue dissolved in methanol
  7. stirringstirred for ten minutes
  8. customThe solvent was removed in vacuo
  9. customthe solid residue recrystallised from hot isopropanol

出典と根拠

ORDレコード
ord-32dccb9b164f4019b2725df85fa97692
出典データセット
uspto-grants-2004_06
特許番号
US06743939B2

反応ノート

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