تفاعل #70503

معادلة التفاعل

heptane

4-methylbenzylamine

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

sodium carbonate

→

solid

المردود 41.0%

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

المردود 41.0%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   تركيزconcentrated
2. 2
   workup.DISSOLUTIONThe crude material was dissolved in DCM
3. 3
   غسيلwashed with water and brine
4. 4
   تجفيفThe organic solution was dried over Na2SO4
5. 5
   تركيزconcentrated
6. 6
   أخرىto afford a crude oil
7. 7
   أخرىThe mixture was purified by flash chromatography on silica gel
8. 8
   غسيلeluting with 10-80% EtOAc

الإجراء التجريبي

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%).

المصدر