반응 #1702120

반응 방정식

NaHCO3

2,5-dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine

2,5-Dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine

3-(3-aminophenyl)propan-1-ol

p-toluenesulfonic acid monohydrate

→

desired product

수율 64.5%

3-[3-({5-Chloro-4-[(3-methoxybenzyl)amino]pyrimidin-2-yl}amino)phenyl]propan-1-ol

수율 64.5%

용매

1,4-dioxane

반응 조건

후처리

1. 1
   기타The organic solvent was removed under vacuum
2. 2
   workup.ADDITIONfollowed by an addition of water and EtOAc
3. 3
   추출The aqueous layer was extracted with EtOAc twice
4. 4
   건조dried over Na2SO4
5. 5
   여과filtered
6. 6
   농축concentrated under vacuum
7. 7
   기타The crude product was purified by silica gel column chromatography

실험 절차

Into a reaction flask were added 2,5-dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine (0.20 g, 0.70 mmol, prepared according to Example 1, step A), 1,4-dioxane (20 mL), 3-(3-aminophenyl)propan-1-ol (0.16 g, 1.0 mmol, prepared according to Example 12, step A & B), and p-toluenesulfonic acid monohydrate (0.049 g, 0.26 mmol). The mixture was heated at 105° C. for 2 days and NaHCO3 (saturated aqueous solution) was added. The organic solvent was removed under vacuum followed by an addition of water and EtOAc. The aqueous layer was extracted with EtOAc twice. The organic layers were combined, dried over Na2SO4, filtered, and concentrated under vacuum. The crude product was purified by silica gel column chromatography to give the desired product (0.18 g, 64%) as a white solid. LCMS for C21H24lN4O2 (M+H)+: m/z=399.1.

출처