تفاعل #86409

معادلة التفاعل

Water

2,4-dichloro-3-isocyanato-1,5-dimethoxy-benzene

N-(2-nitro-phenyl)-N′-pyridin-3-ylmethyl-pyrimidine-4,6-diamine

NaH

→

title compound

المردود 32.0%

3-(2,6-Dichloro-3,5-dimethoxy-phenyl)-1-[6-(2-nitro-phenylamino)pyrimidin-4-yl]1-pyridin-3-ylmethyl-urea

المردود 32.0%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe resulting mixture was stirred for 2 hours
2. 2
   أخرىto quench
3. 3
   أخرىthe reaction
4. 4
   تركيزThe mixture was concentrated
5. 5
   أخرىthe residue was purified by flash chromatography on silica

الإجراء التجريبي

To a solution of N-(2-nitro-phenyl)-N′-pyridin-3-ylmethyl-pyrimidine-4,6-diamine (150 g, 0.467 mmol) in THF (15 mL) was added NaH (60%, 48 g, 1.2 mmol) at 0° C., and the mixture was stirred for 30 minutes at room temperature. A solution of 2,4-dichloro-3-isocyanato-1,5-dimethoxy-benzene (procedure 2A, steps a-d; 180 g, 0.73 mmol) was added dropwise at room temperature. The resulting mixture was stirred for 2 hours. Water (2 mL) was added to quench the reaction. The mixture was concentrated, and the residue was purified by flash chromatography on silica to obtain the title compound (85 mg, yield: 32%). MS (ESI): 570 [M+H]+.

المصدر