Pyridine → 2-Chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid methyl ester

HRID 2235137ノート

反応式

HRID 2235137 の反応式
[F:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[CH3:12][O:13][C:14](=[O:35])[C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]2[CH:33]=[C:32]3[C:27]([CH2:28][CH2:29][CH2:30][NH:31]3)=[CH:26][CH:25]=2)=[O:23])=[CH:17][C:16]=1[Cl:34].N1C=CC=CC=1>ClCCl>[CH3:12][O:13][C:14](=[O:35])[C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]2[CH:33]=[C:32]3[C:27]([CH2:28][CH2:29][CH2:30][N:31]3[S:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)(=[O:10])=[O:9])=[CH:26][CH:25]=2)=[O:23])=[CH:17][C:16]=1[Cl:34]

参加物

5

反応物 3

HCID 1049PyridineHCID 27342583-Fluorobenzenesulfonyl ChlorideHCID 686967962-Chloro-4-[(1,2,3,4-tetrahydro-quinoline-7-carbonyl)-amino]-benzoic acid methyl ester

生成物 1

HCID 686978212-Chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid methyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

3-Fluorobenzenesulphonyl chloride (0.027 g, 0.137 mmol, 1.05 equiv.) was added to a mixture of 2-chloro-4-[(1,2,3,4-tetrahydro-quinoline-7-carbonyl)-amino]-benzoic acid methyl ester (0.045 g, 0.130 mmol) and pyridine (0.1 ml) in dichloromethane (2 ml) and the mixture shaken for 16 hours. The solution was washed with saturated sodium hydrogen carbonate (2 ml) and 1M aqueous HCl (2 ml) then dried over magnesium sulphate. The solution was evaporated to afford the crude 2-chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid methyl ester, 0.097 g, as a red oil. This material was taken onto the next step without further purification. LC @215 nm; Rt 1.64: 100%, m/z (ES+): 502 (M+H).

後処理

  1. washThe solution was washed with saturated sodium hydrogen carbonate (2 ml) and 1M aqueous HCl (2 ml)
  2. dry with materialthen dried over magnesium sulphate
  3. customThe solution was evaporated

出典と根拠

ORDレコード
ord-888af1fc5bfd468f954aad5c9a7e24a8
出典データセット
uspto-grants-2010_05
特許番号
US07713996B2

反応ノート

読み込み中…