반응 #86409

반응 방정식

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

수율 32.0%

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

수율 32.0%

용매

THF

반응 조건

후처리

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

실험 절차

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]+.

출처