反応 #70503

反応方程式

heptane

4-methylbenzylamine

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

sodium carbonate

→

solid

収率 41.0%

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

収率 41.0%

溶媒

THF

THF

反応条件

後処理

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

実験手順

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%).

出典