Ethyl 2-(4-methylphenylsulfonamido)acetate → Ethyl 2-(((2-Ethoxy-2-oxoethyl)((4-methylphenyl)sulfonyl)amino)methyl)-5-iodonicotinate

HRID 1581562Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1581562
Br[CH2:2][C:3]1[N:13]=[CH:12][C:11]([I:14])=[CH:10][C:4]=1[C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH:25][CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])(=[O:24])=[O:23])=[CH:18][CH:17]=1.[O-]CC.[Na+]>C(O)C>[CH2:30]([O:29][C:27](=[O:28])[CH2:26][N:25]([CH2:2][C:3]1[N:13]=[CH:12][C:11]([I:14])=[CH:10][C:4]=1[C:5]([O:7][CH2:8][CH3:9])=[O:6])[S:22]([C:19]1[CH:18]=[CH:17][C:16]([CH3:15])=[CH:21][CH:20]=1)(=[O:23])=[O:24])[CH3:31]

Komponenten

5

Edukt 3

HCID 230685Ethyl 2-(4-methylphenylsulfonamido)acetateHCID 2723922Sodium ethoxideHCID 22722039Ethyl 2-(Bromomethyl)-5-iodonicotinate

Produkt 1

HCID 22722035Ethyl 2-(((2-Ethoxy-2-oxoethyl)((4-methylphenyl)sulfonyl)amino)methyl)-5-iodonicotinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Ethyl 2-(bromomethyl)-5-iodonicotinate (Preparation 10, 9.25 g) and ethyl (((4-methylphenyl)sulfonyl)amino)acetate (7.0 g) are dissolved in anhydrous ethanol (50 mL) and a solution of sodium ethoxide (3.4 g) in ethanol (45 mL) is added over 15 min. The mixture is stirred overnight and then poured into ice water. The mixture is extracted with ethyl acetate (3×100 mL) and the organic layer is concentrated.

Aufarbeitung

  1. extractionThe mixture is extracted with ethyl acetate (3×100 mL)
  2. concentrationthe organic layer is concentrated

Quellen und Nachweise

ORD-Eintrag
ord-cc8685b670424486925ff0b9928943e4
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06730682B2

Notizen zur Reaktion

Wird geladen…