Reacción #998241

Ecuación de reacción

5-bromo-2-(4-phenethylthiazol-2-ylamino)pyridine-4-thiol

3,5-dichloroisonicotinonitrile

Cs2CO3

→

desired product

Rendimiento 49.2%

3-(5-bromo-2-(4-phenethylthiazol-2-ylamino)pyridin-4-ylthio)-5-chloroisonicotinonitrile

Rendimiento 49.2%

Disolventes

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroquenched with water
2. 2
   Extracciónextracted with EtOAc
3. 3
   Otrodried
4. 4
   Concentraciónconcentrated
5. 5
   OtroThe crude material was purified by flash chromatography

Procedimiento

A flask was charged with 5-bromo-2-(4-phenethylthiazol-2-ylamino)pyridine-4-thiol (0.040 g, 0.10 mmol), 3,5-dichloroisonicotinonitrile (0.019 g, 0.11 mmol), Cs2CO3 (0.037 g, 0.11 mmol), and DMSO (2 mL). The reaction mixture was stirred at ambient temperature overnight, then quenched with water, extracted with EtOAc, dried, and concentrated. The crude material was purified by flash chromatography to provide the desired product (0.026 g, 48% yield) as a yellow solid. 1H NMR (CDCl3) δ 8.74 (d, 2H), 8.39 (s, 1H), 7.16-7.30 (m, 5H), 6.68 (s, 1H), 6.33 (s, 1H), 2.85-2.92 (m, 4H).

Fuente