1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 69112697, 화합물

HRID 989508노트

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HRID 989508 반응식
[F:1][C:2]1[CH:3]=[C:4](C2CCCC2N)C=[C:6]([F:8])[CH:7]=1.[CH2:15]1[CH2:25][CH2:24][N:23]2[C:18](=NCCC2)[CH2:17][CH2:16]1.[CH:26]([S:29](Cl)(=[O:31])=[O:30])([CH3:28])[CH3:27]>C(Cl)Cl>[F:8][C:6]1[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:18]=1[C@H:17]1[CH2:16][CH2:15][CH2:25][C@H:24]1[NH:23][S:29]([CH:26]([CH3:28])[CH3:27])(=[O:31])=[O:30]

참가 물질

5

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 824082-Propanesulfonyl chlorideHCID 18006349HCID 18006349, 화합물

생성물 1

HCID 69112697HCID 69112697, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

A 100 mL round bottom flask equipped with a magnetic stirrer was charged with (+,−) cis-[2-(3,5-difluoro-phenyl)-cyclopentylamine (83 mg, 0.42 mmol), methylene chloride (5.0 mL) and the solution cooled to 0° C. DBU (0.08 mL, 0.51 mmol) and isopropylsulfonyl chloride (0.06 mL, 0.51 mmol) were added. The reaction was then stirred at 0° C. for 60.0 minutes and brought to room temperature with stirring overnight. The reaction was diluted with methylene chloride and washed with 1N HCl, brine and the organic layer dried over sodium sulfate. The title compound was purified by radial chromatography eluting with methylene chloride to give 83 mg (65%) of the purified title compound. The nmr was consistent with the assigned structure.

후처리

  1. customA 100 mL round bottom flask equipped with a magnetic stirrer
  2. custombrought to room temperature
  3. stirringwith stirring overnight
  4. washwashed with 1N HCl, brine
  5. dry with materialthe organic layer dried over sodium sulfate
  6. customThe title compound was purified by radial chromatography
  7. washeluting with methylene chloride
  8. customto give 83 mg (65%) of the
  9. custompurified title compound

출처 및 근거

ORD 기록
ord-535334d5c1a64e3c9157f10a5b6cd32d
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06639107B1

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