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

HRID 411547ノート

反応式

HRID 411547 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f69a2e1c55ec4e0a82eb4afc97c423e3
出典データセット
uspto-grants-2003_05
特許番号
US06559162B2

反応ノート

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