Reacción #62045

Ecuación de reacción

3-(3-(1H-indole-1-carbonyl)phenylamino]-3-hydroxy-N-(1-hydroxypropan-2-yl)isothiazole-4-carboximidamide

3-(3-(1H-indole-1-carbonyl)phenylamino]-3-hydroxyisothaizole-4-carbonitrile

5-[4-(2,3-dihydro-indole-1-carbonyl)-phenylamino]-3-hydroxy-isothiazole-4-carbonitrile

2-amino-propan-1-ol

→

5-[4-(2,3-dihydro-indole-1-carbonyl)-phenylamino]-3-hydroxy-N-(2-hydroxy-1-methyl-ethyl)-isothiazole-4-carboxamidine

5-[4-(2,3-dihydro-indole-3-carbonyl)-phenylamino]-3-hydroxy-N-(2-hydroxy-1-methyl-ethyl)-isothiazole-4-carboxamidine

Disolventes

EtOH

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   Concentraciónconcentrated to dryness
3. 3
   Otropurified by column chromatography

Procedimiento

5-[3-(3-(1H-indole-1-carbonyl)phenylamino]-3-hydroxy-N-(1-hydroxypropan-2-yl)isothiazole-4-carboximidamide 6: 5-[3-(3-(1H-indole-1-carbonyl)phenylamino]-3-hydroxyisothaizole-4-carbonitrile 5: (0.362 gm, 1 mmol) was taken into anhydrous EtOH (10 ml) and to this 2-amino-propan-1-ol (0.375 gm, 5 mmol) was added. The reaction mixture was stirred at 80° C. for 16 h., then concentrated to dryness and purified by column chromatography to provide 5-[4-(2,3-dihydro-indole-1-carbonyl)-phenylamino]-3-hydroxy-N-(2-hydroxy-1-methyl-ethyl)-isothiazole-4-carboxamidine 6.

Fuente