N-bromobutanimide → 1-[4-(4-Amino-3-bromo-phenyl)-piperidin-1-yl]-ethanone

HRID 1445236노트

반응식

HRID 1445236 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C1C(=O)N([Br:24])C(=O)C1>C(Cl)Cl>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH2:9]2)=[CH:4][C:3]=1[Br:24]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 591285511-[4-(4-Aminophenyl)piperidin-1-yl]ethanone

생성물 1

HCID 591285921-[4-(4-Amino-3-bromo-phenyl)-piperidin-1-yl]-ethanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

반응 조건

온도
-78 °C

실험 절차

A solution of 1-[4-(4-amino-phenyl)-piperidin-1-yl]-ethanone (as prepared in the previous step, 0.36 g, 1.66 mmol) in CH2Cl2 (10 mL) was cooled to −78° C. and treated with NBS (0.28 g, 1.58 mmol) as a suspension in CH2Cl2 (4 mL). The reaction was allowed to warm to room temperature and stir for 30 min. The reaction was diluted with CH2Cl2 and washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4 and concentrated in vacuo. The crude material was used directly in the next reaction. LC-MS (ESI, m/z): Calcd. for C13H17BrN2O 297.1 (M+H), found 297.1.

후처리

  1. temperatureto warm to room temperature
  2. washwashed with saturated aqueous NaHCO3
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude material was used directly in the next reaction

출처 및 근거

ORD 기록
ord-3fec32d22ae04f64ba9371cc200a6a39
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662837B2

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