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

HRID 2380968ノート

反応式

HRID 2380968 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0ae7574144b64a72a8ee32e2c53fbef3
出典データセット
uspto-grants-2012_09
特許番号
US08258138B2

反応ノート

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