Potassium Carbonate → 3-Anilino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine

HRID 992273노트

반응식

HRID 992273 반응식
[NH:1]([CH:8]1[CH2:12][CH2:11][NH:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C)C=CC(S(O[CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[NH:1]([CH:8]1[CH2:12][CH2:11][N:10]([CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 11412557N-phenylpyrrolidin-3-amineHCID 173901062-(4-Fluorophenyl)ethyl 4-methylbenzenesulfonate

생성물 1

HCID 184119313-Anilino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine수율 71.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

3-Anilinopyrrolidine (0.67 g) and 2-(4-fluorophenyl)ethyl p-toluenesulfonate (1.2 g) were dissolved in acetonitrile (20 ml), and potassium carbonate (2 g) was added. The mixture was refluxed for 3 hours, and after the completion of the reaction, the solvent was evaporated under reduced pressure. The obtained residue was dissolved in ethyl acetate, washed with an aqueous potassium carbonate solution, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was subjected to silica gel column chromatography (chloroform:methanol=20:1). The obtained eluate was concentrated to give 3-anilino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine (0.83 g).

후처리

  1. temperatureThe mixture was refluxed for 3 hours
  2. customafter the completion of the reaction
  3. customthe solvent was evaporated under reduced pressure
  4. dissolutionThe obtained residue was dissolved in ethyl acetate
  5. washwashed with an aqueous potassium carbonate solution
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. concentrationThe obtained eluate was concentrated

출처 및 근거

ORD 기록
ord-b476d6be0df248f4a61efa65bb7dea27
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06468998B1

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