1-(6-Chloro-pyridine-3-sulfonyl)-4-methyl-piperazine → Methyl 2-hydroxy-3-{5-[(4-methylpiperazin-1-yl)sulfonyl]pyridin-2-yl}-1H-indole-5-carboxylate

HRID 2245555

Reaktionsgleichung

Reaktionsgleichung von HRID 2245555
Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[O:18]=[C:19]1[CH2:27][C:26]2[C:21](=[CH:22][CH:23]=[C:24]([C:28]([O:30][CH3:31])=[O:29])[CH:25]=2)[NH:20]1>>[OH:18][C:19]1[NH:20][C:21]2[C:26]([C:27]=1[C:2]1[CH:3]=[CH:4][C:5]([S:8]([N:11]3[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]3)(=[O:10])=[O:9])=[CH:6][N:7]=1)=[CH:25][C:24]([C:28]([O:30][CH3:31])=[O:29])=[CH:23][CH:22]=2

Komponenten

3

Edukt 2

HCID 8224571-(6-Chloro-pyridine-3-sulfonyl)-4-methyl-piperazineHCID 2773516Methyl 2,3-dihydro-2-oxo-1H-indole-5-carboxylate

Produkt 1

HCID 136355175Methyl 2-hydroxy-3-{5-[(4-methylpiperazin-1-yl)sulfonyl]pyridin-2-yl}-1H-indole-5-carboxylate

Versuchsvorschrift

The title compound was prepared as described for Example 103 using 1-[(6-chloropyridine-3-yl)sulfonyl]-4-methylpiperazine (described in: Thunus. L. Annales Pharmaceutiques Francaises 1977, 35, 197-204) and methyl 2-oxoindoline-5-carboxylate to give the title compound in 59% yield, but without the treatment of the base with hydrochloric acid to from the salt: 1H NMR (D2O, 400 MHz) δ 8.03 (d, J=2 Hz, 1H), 7.44 (m, 1H), 7.30 (d, J=8 Hz, 1H), 7.23 (s, 1H), 6.82 (d, J=9 Hz, 1H), 6.70 (d, J=8 Hz, 1H), 3.93 (m, 2H), 3.82 (s, 3H), 3.65 (m, 2H), 3.28 (m, 2H), 3.03 (m, 2H), 2.94 (s, 3H); MS (TSP) m/z 431 (M++1).

Aufarbeitung

  1. customThe title compound was prepared

Quellen und Nachweise

ORD-Eintrag
ord-5d704b07b051479e8aef372421371223
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07683067B2

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