Reacción #1945256

Ecuación de reacción

pyridine

2-{2-[6-amino-7-chloro-3-(3,5-dimethylphenyl)-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

phosgene

sarcosine methyl ester hydrochloride

→

crude title compound

2-{2-[7-chloro-3-(3,5-dimethylphenyl)-6-(3-methyl-2,5-dioxoimidazolidin- 1-yl)-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Disolventes

ethyl acetate

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato warm to room temperature
2. 2
   workup.WAITAfter 20 hours
3. 3
   Otrothe reaction quenched by the addition of 10% citric acid
4. 4
   ConcentraciónThe organic portion was concentrated in vacuo

Procedimiento

To a solution of 2-{2-[6-amino-7-chloro-3-(3,5-dimethylphenyl)-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (53 mg in 2 mL dry methylene chloride) at 0° C. was added phosgene (0.077 mL of a 1.93 M solution in toluene) followed by 0.016 mL of pyridine and the mixture stirred for 1 hour at 0° C. At this time, 70 mg of sarcosine methyl ester hydrochloride was added and the mixture allowed to warm to room temperature. After 20 hours, the mixture was diluted with ethyl acetate (15 mL) and the reaction quenched by the addition of 10% citric acid. The organic portion was concentrated in vacuo to provide the crude title compound.

Fuente