Pyridine → N-Benzyl-N-[4-(piperidine-1-carbonyl)-phenyl]-benzenesulfonamide

HRID 2380968노트

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HRID 2380968 반응식
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:23]1([S:29](Cl)(=[O:31])=[O:30])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.N1C=CC=CC=1>ClCCl>[CH2:1]([N:8]([C:9]1[CH:14]=[CH:13][C:12]([C:15]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:16])=[CH:11][CH:10]=1)[S:29]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:31])=[O:30])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 7369Benzenesulfonyl chlorideHCID 67130556(4-Benzylamino-phenyl)-piperidin-1-yl-methanone

생성물 1

HCID 2294389N-Benzyl-N-[4-(piperidine-1-carbonyl)-phenyl]-benzenesulfonamide수율 62.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
40 °C

실험 절차

To a stirred solution of (4-benzylamino-phenyl)-piperidin-1-yl-methanone (39 mg, 0.14 mmol) in dichloromethane (1 ml) was added benzene sulfonylchloride (57 μl, 0.46 mmol) followed by pyridine (42 μl, 0.5 mmol) and the reaction was heated to 40° C. for 20 hours. The reaction was allowed to cool to room temperature and partitioned between water (5 ml) and dichloromethane (5 ml). The organics were collected, concentrated in vacuo and purified by preparative TLC to afford the title compound as a white solid (38 mg, 62% yield). HPLC retention time 5.8 min. Mass spectrum (ES+) m/z 435 (M+H).

후처리

  1. temperatureto cool to room temperature
  2. custompartitioned between water (5 ml) and dichloromethane (5 ml)
  3. customThe organics were collected
  4. concentrationconcentrated in vacuo
  5. custompurified by preparative TLC

출처 및 근거

ORD 기록
ord-0ae7574144b64a72a8ee32e2c53fbef3
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08258138B2

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