1H-Indole-5-sulfonamide → 7-Bromo-1-ethyl-1H-indole-5-sulfonamide

HRID 528848

Reaktionsgleichung

Reaktionsgleichung von HRID 528848
N1C2C(=CC(S(N)(=O)=O)=CC=2)C=C1.[Br:14][C:15]1[CH:16]=[C:17]([S:26]([NH2:29])(=[O:28])=[O:27])[CH:18]=[C:19]2[C:23]=1[N:22]([CH2:24][CH3:25])[CH2:21][CH2:20]2>>[Br:14][C:15]1[CH:16]=[C:17]([S:26]([NH2:29])(=[O:28])=[O:27])[CH:18]=[C:19]2[C:23]=1[N:22]([CH2:24][CH3:25])[CH:21]=[CH:20]2

Komponenten

3

Edukt 2

HCID 216831001H-Indole-5-sulfonamideHCID 867188857-Bromo-1-ethylindoline-5-sulfonamide2×

Produkt 1

HCID 710622837-Bromo-1-ethyl-1H-indole-5-sulfonamideAusbeute 32,3 %

Versuchsvorschrift

Following a procedure analogous to that for the synthesis of Intermediate 54, 7-bromo-1-ethylindoline-5-sulfonamide (Intermediate 76, 140 mg, 0.46 mmol) was converted to the title compound (45 mg, 31%). 1H NMR (DMSO-d6) δ 8.04 (d, J=1.8 Hz, 1H), 7.77 (d, J=1.5 Hz, 1H), 7.63 (d, J=3.1 Hz, 1H), 7.26 (s, 2H), 6.72 (d, J=3.3 Hz, 1H), 4.60 (q, J=7.1 Hz, 2H), 1.38 (t, J=7.2 Hz, 3H); MS(ESI+) m/z 305.2 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-9dfc17c0778a430e938297f9845a9c41
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09346795B2

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