Sodium Hydroxide → HCID 71268658, Verbindung

HRID 929367Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 929367
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8](S(CCC)(=O)=O)[S:9]([CH2:12][CH2:13][CH3:14])(=[O:11])=[O:10])=[CH:4][C:3]=1[C:21]([C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[N:29]=[CH:28][CH:27]=[N:26]2)=[O:22].[OH-].[Na+]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:9]([CH2:12][CH2:13][CH3:14])(=[O:11])=[O:10])=[CH:4][C:3]=1[C:21]([C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[N:29]=[CH:28][CH:27]=[N:26]2)=[O:22]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 71268570N-(4-fluoro-3-(quinoxaline-6-carbonyl)phenyl)-N-(propylsulfonyl)propane-1-sulfonamide

Produkt 1

HCID 71268658HCID 71268658, VerbindungAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of N-(4-fluoro-3-(quinoxaline-6-carbonyl)phenyl)-N-(propylsulfonyl)propane-1-sulfonamide (50 mg, 0.10 mmol, 1.0 eq.) in MeOH (10 mL) was added NaOH aqueous solution (1 N, 0.22 mL, 0.22 mmol, 2.2 eq.). The resulting mixture was stirred at it for 1 h, then concentrated. The resulting residue was purified by flash column chromatography (PE/EA=1/1, v/v) to afford N-(4-fluoro-3-(quinoxaline-6-carbonyl)phenyl)propane-1-sulfonamide (33.4 mg, 89.5%). LRMS (M+H+) m/z calculated 374.1, found 374.1. 1H NMR (CDCl3, 400 MHz) δ 8.94-8.97 (dd, 2 H), 8.46-8.47 (m, 1 H), 8.31-8.34 (m, 1 H), 8.23-8.25 (m, 1 H), 7.50-7.54 (m, 1 H), 7.46-7.48 (m, 1 H), 7.19-7.23 (t, 1 H), 6.80 (s, 1 H), 3.10-3.14 (m, 2 H), 1.86-1.92 (m, 2 H), 1.04-1.08 (t, 3 H).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-8da6cc9cb2d24947bd7c9d9688194e68
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09295671B2

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