Sodium Hydroxide → HCID 71504585、化合物

HRID 929357ノート

反応式

HRID 929357 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[N:10][C:11]3[C:16]([N:17]=2)=[CH:15][C:14]([C:18]([C:20]2[C:21]([F:41])=[C:22]([N:28](S(CCC)(=O)=O)[S:29]([CH2:32][CH2:33][CH3:34])(=[O:31])=[O:30])[CH:23]=[C:24]([F:27])[C:25]=2[F:26])=[O:19])=[CH:13][CH:12]=3)=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[N:10][C:11]3[C:16]([N:17]=2)=[CH:15][C:14]([C:18]([C:20]2[C:21]([F:41])=[C:22]([NH:28][S:29]([CH2:32][CH2:33][CH3:34])(=[O:31])=[O:30])[CH:23]=[C:24]([F:27])[C:25]=2[F:26])=[O:19])=[CH:13][CH:12]=3)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 86677181HCID 86677181、化合物

生成物 1

HCID 71504585HCID 71504585、化合物収率 60.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a N-(3-(3-(4-chlorophenyl)quinoxaline-6-carbonyl)-2,4,5-trifluorophenyl)-N-(propylsulfonyl)propane-1-sulfonamide (50 mg, 0.08 mmol, 1.0 eq.) in MeOH (5 mL) was added NaOH aqueous solution (1 N, 0.16 mL, 0.16 mmol, 2.0 eq.). The resulting mixture was stirred at rt for 1 h, then concentrated. The resulting residue was purified by flash column chromatography (PE/EA=2/1, v/v) to afford N-(3-(3-(4-chlorophenyl)quinoxaline-6-carbonyl)-2,4,5-trifluorophenyl)propane-1-sulfonamide (25 mg, 60.2%). LRMS (M−H+) m/z calculated 518.1, found 518.0. 1H NMR (CDCl3, 400 MHz) δ 9.42 s), 8.44 (s, 1 H), 8.27-8.38 (m, 2 H), 8.14-8.16 (dd, 2 H), 7.73-7.76 (m, 1 H), 7.55-7.57 (dd, 2 H), 6.55 (s, 1 H), 3.14-3.18 (m, 2 H), 1.88-1.94 (q, 2 H), 1.06-1.10 (t, 3 H).

後処理

  1. concentrationconcentrated
  2. customThe resulting residue was purified by flash column chromatography (PE/EA=2/1

出典と根拠

ORDレコード
ord-94d4fe5056514abbbea3056ebd86abba
出典データセット
uspto-grants-2016_03
特許番号
US09295671B2

反応ノート

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