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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 883952Erstellt: 25. Oktober 2026

Sodium Acetate → 5-[4-(4-Bromo-phenylcarbamoyl)-2-nitro-phenylsulfanyl]-indole-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/883952

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium AcetateHCID 517045—
EduktN-(4-bromophenyl)-4-chloro-3-nitrobenzamideHCID 1068537—
Edukt5-Mercapto-indole-1-carboxylic acid tert-butyl esterHCID 67040248—
LösungsmittelEthanolHCID 702—
Produkt5-[4-(4-Bromo-phenylcarbamoyl)-2-nitro-phenylsulfanyl]-indole-1-carboxylic acid tert-butyl esterHCID 6704099685%

Reaktionsschritte

A solution of the product of Example 59C (39.9 mg, 0.160 mmol) in anhydrous ethanol (2 mL) under a nitrogen atmosphere was treated with the product of Example 49A (56.8 mg, 0.160 mmol) and anhydrous sodium acetate (66 mg, 0.800 mmol) at room temperature, then heated at reflux for 2 hours. The reaction was cooled to room temperature and the solvent removed by rotary evaporation under vacuum. The residue was taken up in ethyl acetate (50 mL) and washed with water (2×25 mL) and brine (25 mL). The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. Purification by silica gel flash chromatography using methylene chloride as eluent afforded the title compound as a yellow solid (77 mg, 85%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08236950B2
Quelldatensatzuspto-grants-2012_08
ORD IDord-d69c1fb25acb42a79c1b358340983ce4
Quellennotizuspto-grants-2012_08