Trifluoroacetic acid → (R)-1-(3-Trifluoromethylpyridin-2-yl)pyrrolidin-3-ylamine

HRID 490292ノート

反応式

HRID 490292 の反応式
C(OC(=O)[NH:7][C@@H:8]1[CH2:12][CH2:11][N:10]([C:13]2[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][CH:16]=[CH:15][N:14]=2)[CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:21][C:19]([F:20])([F:22])[C:18]1[C:13]([N:10]2[CH2:11][CH2:12][C@@H:8]([NH2:7])[CH2:9]2)=[N:14][CH:15]=[CH:16][CH:17]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 67001808[(R)-1-(3-Trifluoromethylpyridin-2-yl)pyrrolidin-3-yl]-carbamic acid tert-butyl ester

生成物 1

HCID 68801104(R)-1-(3-Trifluoromethylpyridin-2-yl)pyrrolidin-3-ylamine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of D1 (11.5 g, 0.04 mol) in DCM (80 ml) was cooled (ice-bath) and TFA (excess, 50ml) was added. Reaction was warmed to ambient temperature, stirred for 3 h and partitioned between ethyl acetate and aqueous sodium hydroxide. The organic phase was separated, dried (MgSO4) and filtered. Removal of solvent under reduced pressure afforded the crude product as a yellow oil. Bulb to bulb distillation under reduced pressure initially afforded the product as a oil which crystallised on standing.

後処理

  1. additionwas added
  2. customReaction
  3. custompartitioned between ethyl acetate and aqueous sodium hydroxide
  4. customThe organic phase was separated
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customRemoval of solvent under reduced pressure
  8. customafforded the crude product as a yellow oil
  9. distillationBulb to bulb distillation under reduced pressure

出典と根拠

ORDレコード
ord-0b09710278c5484d9aeca4615102ac59
出典データセット
uspto-grants-2009_05
特許番号
US07528151B2

反応ノート

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