反応 #86409

反応方程式

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

収率 32.0%

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

収率 32.0%

溶媒

THF

反応条件

後処理

1. 1
   workup.STIRRINGThe resulting mixture was stirred for 2 hours
2. 2
   その他to quench
3. 3
   その他the reaction
4. 4
   濃縮The mixture was concentrated
5. 5
   その他the residue was purified by flash chromatography on silica

実験手順

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]+.

出典