Sodium Thiosulfate Pentahydrate → 1-[6-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazol-5-yl]-2-methanesulfonyl-ethanone

HRID 32021

Reaktionsgleichung

Reaktionsgleichung von HRID 32021
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]([CH:19]([OH:25])[CH2:20][S:21]([CH3:24])(=[O:23])=[O:22])=[CH:11][C:12]3[NH:16][CH:15]=[N:14][C:13]=3[C:17]=2[F:18])=[C:4]([Cl:26])[CH:3]=1.C([O-])(O)=O.[Na+].O.O.O.O.O.S([O-])([O-])(=O)=S.[Na+].[Na+]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]([C:19](=[O:25])[CH2:20][S:21]([CH3:24])(=[O:22])=[O:23])=[CH:11][C:12]3[NH:16][CH:15]=[N:14][C:13]=3[C:17]=2[F:18])=[C:4]([Cl:26])[CH:3]=1

Komponenten

4

Edukt 3

HCID 61475Sodium Thiosulfate PentahydrateHCID 516892Sodium BicarbonateHCID 211141681-[6-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazol-5-yl]-2-methanesulfonyl-ethanol

Produkt 1

HCID 112826131-[6-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazol-5-yl]-2-methanesulfonyl-ethanone

Versuchsvorschrift

The title compound is prepared from 1-[6-(4-bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazol-5-yl]-2-methanesulfonyl-ethanol 10t by the procedure described in Example 42, Step B except that the reaction mixture is not treated with saturated aqueous NaHCO3 containing sodium thiosulfate pentahydrate: MS APCI (+) m/z 460, 462 (M+, Br pattern) detected; 1H NMR (400 MHz, acetone-d6) δ 8.44 (s, 1H), 8.33 (s, 1H), 7.59 (s, 1H), 7.32 (d, 1H), 6.68 (dd, 1H), 5.00 (s, 1H), 3.15 (s, 3H); 19F NMR (376 MHz, acetone-d6) −132.97 (s).

Quellen und Nachweise

ORD-Eintrag
ord-2e8556e54355437ab20c7f755d2e6cfe
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425637B2

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