반응 #70503

반응 방정식

heptane

4-methylbenzylamine

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

sodium carbonate

→

solid

수율 41.0%

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

수율 41.0%

용매

THF

THF

반응 조건

후처리

1. 1
   농축concentrated
2. 2
   workup.DISSOLUTIONThe crude material was dissolved in DCM
3. 3
   세척washed with water and brine
4. 4
   건조The organic solution was dried over Na2SO4
5. 5
   농축concentrated
6. 6
   기타to afford a crude oil
7. 7
   기타The mixture was purified by flash chromatography on silica gel
8. 8
   세척eluting with 10-80% EtOAc

실험 절차

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%).

출처