Reacción #159173

Ecuación de reacción

EDCI

3a,6a-Dihydro-thieno[3,2-b]thiophene-2-carboxylic acid

HOBt

DIPEA

→

title compound

Rendimiento 80.0%

3a,6a-Dihydro-thieno[3,2-b]thiophene-2-carboxylic acid methoxy-methyl-amide

Rendimiento 80.0%

Disolventes

EtOAc

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe organics were washed with saturated aqueous NaHCO3 and brine
2. 2
   Secadothen dried over MgSO4
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated
5. 5
   OtroThe crude residue was purified by silica column chromatography (20% to 45% EtOAc/Hex)

Procedimiento

3a,6a-Dihydro-thieno[3,2-b]thiophene-2-carboxylic acid (2 g, 10.86 mmol) MeNHOMe—HCl (1.06 g, 10.86 mmol), HOBt (1.47 g, 10.86 mmol) and DIPEA (5.9 mL, 33.67 mmol) were combined in DMF (40 mL). To the stirred mixture was added EDCI (2.72 g, 14.12 mmol). After 5 h, EtOAc (100 mL) was added and the organics were washed with saturated aqueous NaHCO3 and brine then dried over MgSO4, filtered and concentrated. The crude residue was purified by silica column chromatography (20% to 45% EtOAc/Hex) to afford the title compound (1.98 g, 80%).

Fuente