Reacción #84655

Ecuación de reacción

2-chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazoline

tert-butyl ((1S,2S)-2-aminocyclohexyl)carbamate

Cs2CO3

X-Phos

→

tert-butyl ((1S,2R)-2-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)cyclohexyl)carbamate

Rendimiento 45.3%

Disolventes

DMA

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas degassed with N2 for 5 mins
2. 2
   TemperaturaThe mixture was cooled to room temperature
3. 3
   Filtraciónfiltered through celite
4. 4
   Lavadowashed with water
5. 5
   OtroThe residue was purified by silica gel column chromatography

Procedimiento

A mixture of 2-chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazoline (0.1 g, 0.27 mmol), tert-butyl ((1S,2S)-2-aminocyclohexyl)carbamate (75 mg, 0.35 mmol), Cs2CO3 (176 mg, 0.54 mmol), X-Phos (13 mg, 0.027 mmol) and Pd2dba3 (12.5 mg, 0.013 mmol) in DMA (1.8 mL) was degassed with N2 for 5 mins and heated in a microwave reactor at 125° C. for 30 mins. The mixture was cooled to room temperature, filtered through celite and washed with water followed by saturated brine solution. The residue was purified by silica gel column chromatography to afford tert-butyl ((1S,2R)-2-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)cyclohexyl)carbamate (67 mg, 45%). MS (ES+) C27H32Cl2N4O4 requires: 546, found: 547 [M+H]+.

Fuente