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Acetonitrile → HCID 69064282、化合物

HRID 1436931
ノート
印刷プレビュー

反応式

HRID 1436931 の反応式
[CH3:1][CH:2]([NH:4][C@H:5]1[CH2:9][CH2:8][N:7]([C:10]([O:12]C(C)(C)C)=[O:11])[CH2:6]1)[CH3:3].[F:17][C:18]([F:29])([F:28])[C:19]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:20]=1[CH2:21]Br.[C:30](=[O:33])([O-:32])[O-].[K+].[K+].[C:36](#N)[CH3:37]>C(OCC)(=O)C>[C:10]([OH:12])(=[O:11])/[CH:36]=[CH:37]/[C:30]([OH:32])=[O:33].[CH3:3][CH:2]([N:4]([CH2:21][C:20]1[CH:23]=[C:24]([F:27])[CH:25]=[CH:26][C:19]=1[C:18]([F:28])([F:17])[F:29])[C@H:5]1[CH2:9][CH2:8][NH:7][CH2:6]1)[CH3:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 27375785-Fluoro-2-(trifluoromethyl)benzyl bromideHCID 53346612(S)-tert-butyl 3-(isopropylamino)pyrrolidine-1-carboxylate

生成物 1

HCID 69064282HCID 69064282、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate
溶媒

実験手順

A solution of 1,1-dimethylethyl (3S)-3-[(1-methylethyl)amino]pyrrolidine-1-carboxylate (0.34 g, 1.5 mmol) and 2-(trifluoromethyl)-5-fluorobenzyl bromide (0.58 g, 2.25 mmol) in acetonitrile (5 mL) was heated at reflux with anhydrous potassium carbonate (0.41 g, 3 mmol) for 24 hours. The reaction mixture was cooled, diluted with ethyl acetate and washed with water. The organic extracts were washed with brine, dried (MgSO4), filtered and evaporated in vacuo to give an oil. This was purified by flash chromatography on silica, eluting with ethyl acetate/cyclohexane (0:100 to 10:90), to give the title compound as an oil.

後処理

  1. temperatureThe reaction mixture was cooled
  2. washwashed with water
  3. washThe organic extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customto give an oil
  8. customThis was purified by flash chromatography on silica
  9. washeluting with ethyl acetate/cyclohexane (0:100 to 10:90)

出典と根拠

ORDレコード
ord-548bddb55514412eb9b58a507f2fe27a
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07619096B2

反応ノート

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