Reacción #84651

Ecuación de reacción

(1S,2R,3S,5S)—N2-(6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)bicyclo[3.1.0]hexane-2,3-diamine

DIEA

acryloyl chloride

→

N-((1S,2R,3S,5S)-2-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)bicyclo[3.1.0]hexan-3-yl)acrylamide

Rendimiento 76.7%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroconsumption of SM
2. 2
   OtroThe reaction mixture was purified by silica gel chromatography

Procedimiento

To a solution of (1S,2R,3S,5S)—N2-(6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)bicyclo[3.1.0]hexane-2,3-diamine (42 mg, 0.094 mmol) in dichloromethane (1.9 mL) at 0° C. was added DIEA (0.025 mL, 0.14 mmol) and acryloyl chloride (0.009 mL, 0.11 mmol) and the reaction was stirred for 1 h. LC-MS indicated complete consumption of SM. The reaction mixture was purified by silica gel chromatography to yield N-((1S,2R,3S,5S)-2-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)bicyclo[3.1.0]hexan-3-yl)acrylamide (36 mg, 76%) as a pale yellow solid. MS (ES+) C25H24Cl2N4O3 requires: 498, found: 499

Fuente