Trifluoroacetic acid → 1-Amino-6-(4-fluorophenyl)piperidin-2-one

HRID 1803216노트

반응식

HRID 1803216 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][CH2:11][C:10](=[O:14])[N:9]2[NH:15]C(=O)OC(C)(C)C)=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl.CCOC(C)=O>[NH2:15][N:9]1[CH:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[CH2:13][CH2:12][CH2:11][C:10]1=[O:14]

참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 66859411Tert-butyl 2-(4-fluorophenyl)-6-oxopiperidin-1-ylcarbamate

생성물 1

HCID 581101281-Amino-6-(4-fluorophenyl)piperidin-2-one수율 90%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

Step AAG (3): To a soln of tert-butyl 2-(4-fluorophenyl)-6-oxopiperidin-1-ylcarbamate (330 mg, 1.07 mmol) in CH2Cl2 (5 mL) was added TFA (1.00 mL, 13.0 mmol). The mixture was stirred at for 2 hrs. The solvent was removed in vacuo. The crude reaction was diluted with EtOAc (100 mL). The organic layer was separated and washed with saturated aqueous NaHCO3 solution, dried over Na2SO4, filtered, and concentrated in vacuo to afford 1-amino-6-(4-fluorophenyl)piperidin-2-one (200 mg, 90% yield). LC-MS (M+H)+ 209.26.

후처리

  1. customThe solvent was removed in vacuo
  2. customThe crude reaction
  3. customThe organic layer was separated
  4. washwashed with saturated aqueous NaHCO3 solution
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f701bac0489543e08125eb6b6730117d
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349880B2

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