1-Methylpiperazine → 5-[4-(4-methylpiperazin-1-yl)-1,4-dioxo-3-(phenylmethyl)butyl]-5,6-dihydro-4H-thieno[3,4-c]pyrrole

HRID 362470ノート

反応式

HRID 362470 の反応式
C(N1C=CN=C1)(N1C=CN=C1)=O.[O:13]=[C:14]([N:27]1[CH2:31][C:30]2=[CH:32][S:33][CH:34]=[C:29]2[CH2:28]1)[CH2:15][CH:16]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:17]([OH:19])=O.[CH3:35][N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1>O1CCCC1>[CH3:35][N:36]1[CH2:41][CH2:40][N:39]([C:17](=[O:19])[CH:16]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:15][C:14]([N:27]2[CH2:31][C:30]3=[CH:32][S:33][CH:34]=[C:29]3[CH2:28]2)=[O:13])[CH2:38][CH2:37]1

参加物

5

反応物 3

HCID 531671-MethylpiperazineHCID 682631,1'-CarbonyldiimidazoleHCID 15337447gamma-oxo-alpha-(phenylmethyl)-5,6-dihydro-4H-thieno[3,4-c]pyrrole-5-butanoic acid

生成物 1

HCID 675737185-[4-(4-methylpiperazin-1-yl)-1,4-dioxo-3-(phenylmethyl)butyl]-5,6-dihydro-4H-thieno[3,4-c]pyrrole収率 79.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

0.55 g (3.39 mmol) of carbonyldiimidazole is added to a solution of 1 g (3.17 mmol) of γ-oxo-α-(phenylmethyl)-5,6-dihydro-4H-thieno[3,4-c]pyrrole-5-butanoic acid in 15 ml of dry tetrahydrofuran. The solution is stirred at room temperature for 1 h and then 0.42 ml (3.8 mmol) of 4-methylpiperazine is added and the solution is stirred at room temperature for 20 h. The mixture is then evaporated to dryness, the residue is dissolved in 50 ml of dichloromethane, and then the solution obtained is washed successively with twice 50 ml of a saturated sodium hydrogen carbonate solution and 20 ml of a saturated sodium chloride solution, dried over sodium sulphate and then evaporated to dryness. After recrystallization from ethanol, 1 g of a white solid is obtained.

後処理

  1. stirringthe solution is stirred at room temperature for 20 h
  2. customThe mixture is then evaporated to dryness
  3. dissolutionthe residue is dissolved in 50 ml of dichloromethane
  4. customthe solution obtained
  5. washis washed successively with twice 50 ml of a saturated sodium hydrogen carbonate solution and 20 ml of a saturated sodium chloride solution
  6. dry with materialdried over sodium sulphate
  7. customevaporated to dryness
  8. customAfter recrystallization from ethanol

出典と根拠

ORDレコード
ord-45f660b67d8d496da55afae62f216aa8
出典データセット
uspto-grants-1999_02
特許番号
US05869518

反応ノート

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