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

HRID 362470노트

반응식

HRID 362470 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-45f660b67d8d496da55afae62f216aa8
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05869518

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