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

HRID 2235138
ノート
印刷プレビュー

反応式

HRID 2235138 の反応式
[OH-].[K+].C[O:4][C:5](=[O:36])[C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([C:15]2[CH:24]=[C:23]3[C:18]([CH2:19][CH2:20][CH2:21][N:22]3[S:25]([C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=3)(=[O:27])=[O:26])=[CH:17][CH:16]=2)=[O:14])=[CH:8][C:7]=1[Cl:35]>CO.O1CCCC1>[Cl:35][C:7]1[CH:8]=[C:9]([NH:12][C:13]([C:15]2[CH:24]=[C:23]3[C:18]([CH2:19][CH2:20][CH2:21][N:22]3[S:25]([C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=3)(=[O:27])=[O:26])=[CH:17][CH:16]=2)=[O:14])[CH:10]=[CH:11][C:6]=1[C:5]([OH:36])=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 686978212-Chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid methyl ester

生成物 1

HCID 160505222-Chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran
溶媒

実験手順

3 M Potassium hydroxide solution (2 ml) was added to a solution of crude 2-chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid methyl ester (0.097 g, 0.13 mmol) in MeOH (2 ml) and tetrahydrofuran (1 ml) and the mixture stirred for 16 hours. The organic solvent was evaporated and the solution neutralized with 3 M HCl solution (3 ml) forming a white precipitate. The precipitate was filtered and washed with heptane. The solid was then dried under vacuum to give 2-chloro-4-{[1-(3-fluoro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid, 0.037 g, as a red solid. LC @215 nm; Rt 2.06: 98%, m/z (ES+): 489.23 (M+H+.); δH (400 MHz; d6-DMSO) 13.18 (1H, br.s), 10.63 (1H, s), 8.22 (1H, d), 8.08 (1H, d), 7.83-7.91 (2H, m), 7.76 (1H, dd), 7.55-7.67 (2H, m), 7.43-7.48 (2H, m), 7.30 (1H, d), 3.84 (2H, m), 2.52 (2H, m), 1.62 (2H, m).

後処理

  1. customThe organic solvent was evaporated
  2. customforming a white precipitate
  3. filtrationThe precipitate was filtered
  4. washwashed with heptane
  5. customThe solid was then dried under vacuum

出典と根拠

ORDレコード
ord-27d146d7659f42d1bfd3294abe1468f7
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07713996B2

反応ノート

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