反应 #70503

反应方程式

heptane

4-methylbenzylamine

4,5-bis(bromomethyl)-3,6-dichloropyridazine

sodium carbonate

→

solid

收率 41.0%

1,4-dichloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-d]pyridazine

收率 41.0%

溶剂

THF

THF

反应条件

后处理

1. 1
   浓缩concentrated
2. 2
   workup.DISSOLUTIONThe crude material was dissolved in DCM
3. 3
   洗涤washed with water and brine
4. 4
   干燥The organic solution was dried over Na2SO4
5. 5
   浓缩concentrated
6. 6
   其他to afford a crude oil
7. 7
   其他The mixture was purified by flash chromatography on silica gel
8. 8
   洗涤eluting with 10-80% EtOAc

实验过程

To a suspension of 4,5-bis(bromomethyl)-3,6-dichloropyridazine (800 mg, 2.39 mmol) in 40 mL anhydrous THF was added with sodium carbonate (507 mg, 4.78 mmol) and tetrabutylammonium iodide (88.3 mg, 0.24 mmol). The reaction mixture was added with 4-methylbenzylamine (0.31 mL, 2.39 mmol) in 20 mL THF dropwisely for 2 h. The reaction mixture was heated at 70° C. for 8 h and concentrated. The crude material was dissolved in DCM and washed with water and brine. The organic solution was dried over Na2SO4 and concentrated to afford a crude oil. The mixture was purified by flash chromatography on silica gel, eluting with 10-80% EtOAc:heptane to afford a off-white solid (300 mg, yield: 41%).

来源