Reacción #339653

Ecuación de reacción

5-cyano-6-(4-ethoxy-2-nitro-5-phenoxy-phenyl)-4-(tetrahydro-pyran-4-yl)-hex-5-enoic acid (3,3-dimethyl-butyl)-amide

NH4Cl

HCl

→

title compound

4-(2-Amino-7-ethoxy-6-phenoxy-quinolin-3-yl)-N-(3,3-dimethyl-butyl)-4-(tetrahydro-pyran-4-yl)-butyramide hydrochloride

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONThe resulting mixture was treated under μW at 95° C. for 20 min
2. 2
   Filtraciónfiltered through Celite®
3. 3
   Concentraciónconcentrated
4. 4
   OtroThe resulting crude product was purified by chromatography (silica gel, 0-2% methanol in methylene chloride)
5. 5
   Otroto yield a white solid

Procedimiento

To a solution of 5-cyano-6-(4-ethoxy-2-nitro-5-phenoxy-phenyl)-4-(tetrahydro-pyran-4-yl)-hex-5-enoic acid (3,3-dimethyl-butyl)-amide (160 mg, 0.28 mmol) in methanol was added Zn (0.4 g) and NH4Cl (0.10 g). The resulting mixture was treated under μW at 95° C. for 20 min, filtered through Celite® and concentrated. The resulting crude product was purified by chromatography (silica gel, 0-2% methanol in methylene chloride) to yield a white solid that was converted to the HCl salt of the title compound by reacting with 1M HCl in diethyl ether.

Fuente