反应 #70504

反应方程式

heptane

isopropyl amine

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

sodium carbonate

→

solid

收率 58.2%

1,4-dichloro-6-isopropyl-6H-pyrrolo[3,4-d]pyridazine

收率 58.2%

溶剂

THF

THF

反应条件

后处理

1. 1
   浓缩The reaction mixture was concentrated
2. 2
   workup.DISSOLUTIONdissolved in DCM
3. 3
   洗涤washed with water and brine
4. 4
   干燥The organics 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 (700 mg, 2.09 mmol) in 66 mL anhydrous THF was added with sodium carbonate (443 mg, 4.18 mmol) and tetrabutylammonium iodide (77.2 mg, 0.21 mmol). The reaction mixture was added with isopropyl amine (0.18 mL, 2.09 mmol) in 10 mL THF dropwisely for 2 h. The reaction mixture was heated at 70° C. for 3 h. The reaction mixture was concentrated, dissolved in DCM and washed with water and brine. The organics 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 (280 mg, yield: 47%).

来源