Chlorosuccinimide → 7-Chloro-3-phenylsulfonyl-8-piperazin-1-yl-quinoline hydrochloride

HRID 883532

反応式

HRID 883532 の反応式
[ClH:1].[C:2]1([S:8]([C:11]2[CH:12]=[N:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][C:15]=3[N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)(=[O:10])=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:27]N1C(=O)CCC1=O>C(O)(=O)C>[ClH:27].[Cl:1][C:16]1[C:15]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[C:14]2[C:19]([CH:20]=[C:11]([S:8]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)(=[O:10])=[O:9])[CH:12]=[N:13]2)=[CH:18][CH:17]=1

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 569721413-Phenylsulfonyl-8-piperazin-1-yl-quinoline hydrochloride

生成物 1

HCID 673133267-Chloro-3-phenylsulfonyl-8-piperazin-1-yl-quinoline hydrochloride収率 17%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a stirred solution of 3-phenylsulfonyl-8-piperazin-1-yl-quinoline hydrochloride (E2) (54 mg, 0.14 mmol) in glacial acetic acid (0.5 ml), at room temperature was added N-chlorosuccinimide (19 mg, 0.14 mmol). After 16 h the solvent was removed and the mono chlorinated product isolated by preparative reverse phase gradient chromatography (10-90% acetonitrile in water). After removal of the solvents the residue was dissolved in methanol and treated with a solution of hydrogen chloride in diethyl ether (1 M). The solvent was removed to afford the title compound (E10) (9 mg 17%);

後処理

  1. customAfter 16 h the solvent was removed
  2. customisolated by preparative reverse phase gradient chromatography (10-90% acetonitrile in water)
  3. customAfter removal of the solvents the residue
  4. dissolutionwas dissolved in methanol
  5. additiontreated with a solution of hydrogen chloride in diethyl ether (1 M)
  6. customThe solvent was removed

出典と根拠

ORDレコード
ord-1d4b6f9d4f2d46329407e8e4420f50f5
出典データセット
uspto-grants-2012_08
特許番号
US08236947B2

関連ノート

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