反応 #163316

反応方程式

5-(4-methoxyphenyl)-pyrazin-2-amine

tert-butyl nitrite

iodine

→

2-Iodo-5-(4-methoxyphenyl)pyrazine

溶媒

carbon tetrachloride

反応条件

後処理

1. 1
   温度Then cooling
2. 2
   その他is removed
3. 3
   workup.ADDITIONThe reaction mixture is diluted with DCM
4. 4
   洗浄washed sequently with aq. Na2S2O5 solution and water
5. 5
   乾燥The organic layer is dried with MgSO4
6. 6
   その他the solvent is removed in vacuo
7. 7
   その他The residue is triturated with TBME
8. 8
   その他purified by column chromatography (silica gel, PE/EtOAc 6/4)

実験手順

In a light protected flask, 4.10 g (20.4 mmol) 5-(4-methoxyphenyl)-pyrazin-2-amine are added to 140 mL carbon tetrachloride. After cooling down to 0° C. 4.12 mL (34.6 mmol) tert-butyl nitrite and 6.72 g (26.5 mmol) iodine are added sequently. Then cooling is removed and the reaction mixture is stirred at ambient temperature over night. The reaction mixture is diluted with DCM and washed sequently with aq. Na2S2O5 solution and water. The organic layer is dried with MgSO4 and the solvent is removed in vacuo. The residue is triturated with TBME and purified by column chromatography (silica gel, PE/EtOAc 6/4).

出典