Reacción #90524

Ecuación de reacción

PTSA

13

6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one

6-(trifluoromethyl) nicotinaldehyde

→

(E)-6-methoxy-5-morpholino-2-((6-(trifluoromethyl)pyridin-3-yl)methylene)-2,3-dihydro-1H-inden-1-one

Disolventes

ethyl acetate

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with water (3×25 mL)
2. 2
   SecadoThe organic layer was dried over sodium sulphate
3. 3
   Concentraciónconcentrated

Procedimiento

To a solution of 13 (100 mg, 0.404 mmol) in toluene 5 ml was added 6-(trifluoromethyl) nicotinaldehyde 69 (70.8 mg, 0.404 mmol). PTSA (154 mg, 0.808 mmol) was added, and the reaction mixture stirred at 120° C. for 6 h. The reaction mass was diluted with ethyl acetate and washed with water (3×25 mL). The organic layer was dried over sodium sulphate and concentrated to get the crude compound (E)-6-methoxy-5-morpholino-2-((6-(trifluoromethyl)pyridin-3-yl)methylene)-2,3-dihydro-1H-inden-1-one 70. The crude 70 was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted at 32% ethyl acetate in hexane to afford yellow coloured solid 70.

Fuente