Water → 2-(Piperidine-1-carbonyl)-hexahydro-cyclopenta[c]pyrrol-5-one

HRID 1925080노트

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HRID 1925080 반응식
[CH2:1]1[CH:5]2[CH2:6][C:7](=[O:9])[CH2:8][CH:4]2[CH2:3][NH:2]1.[I-].CN1C=C[N+]([C:17]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:18])=C1.C(N(CC)CC)C.O>ClCCl>[N:19]1([C:17]([N:2]2[CH2:3][CH:4]3[CH2:8][C:7](=[O:9])[CH2:6][CH:5]3[CH2:1]2)=[O:18])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

참가 물질

6

실험 절차

Hexahydro-cyclopenta[c]pyrrol-5-one triflutate 1f (478 mg, 2 mmol) was dissolved in 20 mL of dichloromethane, and 1-methyl-3-(piperidine-1-carbonyl)-1H-imidazol-3-ium iodide (0.96 g, 3 mmol) and triehtylamine (0.84 mL, 6 mmol) were then added to the solution. Upon completion of the addition, the reaction mixture was stirred overnight at room temperature, 20 mL of water was then added to the mixture to quech the reaction, and the mixture was extracted with dichloromethane (50 mL×3). The combined organic extracts were washed with 10% citric acid solution (50 mL) and 50 mL of saturated brine successively, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound 2-(piperidine-1-carbonyl)-hexahydro-cyclopenta[c]pyrrol-5-one 4a (0.41 g, yield 87%) as a colorless oil.

후처리

  1. additionUpon completion of the addition
  2. customthe reaction
  3. extractionthe mixture was extracted with dichloromethane (50 mL×3)
  4. washThe combined organic extracts were washed with 10% citric acid solution (50 mL) and 50 mL of saturated brine successively
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-2d9ecaff396b4c4baa47128dfb91a24e
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178575B2

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