Sodium Hydroxide → HCID 71504585, Verbindung

HRID 929357Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 929357
[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

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 86677181HCID 86677181, Verbindung

Produkt 1

HCID 71504585HCID 71504585, VerbindungAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-94d4fe5056514abbbea3056ebd86abba
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09295671B2

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