Benzyl Chloride → 1-{8-[Benzyl(methyl)amino]-3-azabicyclo[3.2.1]oct-3-yl]-2,2,2-trifluoro-1-ethanone

HRID 411547노트

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HRID 411547 반응식
[F:1][C:2]([F:16])([F:15])[C:3]([N:5]1[CH2:11][CH:10]2[CH:12]([NH:13][CH3:14])[CH:7]([CH2:8][CH2:9]2)[CH2:6]1)=[O:4].[CH2:17](Cl)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CC#N>[CH2:17]([N:13]([CH3:14])[CH:12]1[CH:10]2[CH2:9][CH2:8][CH:7]1[CH2:6][N:5]([C:3](=[O:4])[C:2]([F:16])([F:1])[F:15])[CH2:11]2)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

4

반응물 2

HCID 7503Benzyl ChlorideHCID 185409162,2,2-Trifluoro-1-[8-(methylamino)-3-azabicyclo[3.2.1]oct-3-yl]-1-ethanone

생성물 1

HCID 185409031-{8-[Benzyl(methyl)amino]-3-azabicyclo[3.2.1]oct-3-yl]-2,2,2-trifluoro-1-ethanone수율 42.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

A mixture of 2,2,2-trifluoro-1-[8-(methylamino)-3-azabicyclo[3.2.1]oct-3-yl]-1-ethanone (see step (v) above; 4.5 g, 16 mmol), benzylchloride (3.0 g, 16 mmol) and TEA (6.6 mL) in MeCN (50 mL) was stirred at 60° C. overnight. The mixture was evaporated and then DCM and water were added. The organic phase was washed with NaHCO3 solution, dried (Na2SO4) and then evaporated. The resulting crude product was purified by chromatography on silica gel (DCM eluant) to give 2.2 g (42%) of the sub-title compound.

후처리

  1. customThe mixture was evaporated
  2. additionDCM and water were added
  3. washThe organic phase was washed with NaHCO3 solution
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customThe resulting crude product was purified by chromatography on silica gel (DCM eluant)

출처 및 근거

ORD 기록
ord-f69a2e1c55ec4e0a82eb4afc97c423e3
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06559162B2

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