Reacción #1702119

Ecuación de reacción

N-(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)-3-nitrobenzamide

methanol

acetic acid

NaHCO3

→

desired product

Rendimiento 97.0%

3-Amino-N-(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)benzamide

Rendimiento 97.0%

Disolventes

water

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Filtraciónthe mixture was filtered
3. 3
   Lavadowashed with EtOAc
4. 4
   ConcentraciónThe filtrate was concentrated under vacuum
5. 5
   Otroto give a residue, which
6. 6
   OtroThe organic layer was dried
7. 7
   Concentraciónconcentrated under vacuum

Procedimiento

Into a reaction flask were added N-(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)-3-nitrobenzamide (0.30 g, 0.72 mmol), methanol (20 mL), acetic acid (2.0 mL), and water (1 mL). Then iron (0.50 g, 9.0 mmol) powder was added. The reaction mixture was heated at 70° C. overnight. After cooling, the mixture was filtered and washed with EtOAc. The filtrate was concentrated under vacuum to give a residue, which was treated with NaHCO3 (saturated aqueous solution) and EtOAc. The organic layer was dried and concentrated under vacuum to provide the desired product (0.27 g, 97%). LCMS for C18H16Cl2N5O (M+H)+: m/z=388.0, 390.0.

Fuente