반응 #1702123

반응 방정식

NaHCO3

2,5-dichloro-N-[(1R)-1-(3-methoxyphenyl)ethyl]pyrimidin-4-amine

3-aminobenzyl alcohol

p-toluenesulfonic acid monohydrate

→

desired product

수율 100.2%

{3-[(5-Chloro-4-{[(1R)-1-(3-methoxyphenyl)ethyl]amino}pyrimidin-2-yl)amino]phenyl}methanol

수율 100.2%

용매

1,4-dioxane

반응 조건

후처리

1. 1
   기타the organic solvent was removed under vacuum
2. 2
   workup.ADDITIONWater and EtOAc were added to the residue
3. 3
   추출The aqueous layer was extracted with EtOAc twice
4. 4
   건조dried over Na2SO4
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타The crude product was purified by silica gel column chromatography

실험 절차

Into a reaction flask were added 2,5-dichloro-N-[(1R)-1-(3-methoxyphenyl)ethyl]pyrimidin-4-amine (0.21 g, 0.70 mmol), 1,4-dioxane (20 mL), 3-aminobenzyl alcohol (0.13 g, 1.0 mmol), and p-toluenesulfonic acid monohydrate (0.049 g, 0.26 mmol). The mixture was heated at 105° C. for 2 days. To the reaction mixture was added NaHCO3 (saturated aqueous solution) and the organic solvent was removed under vacuum. Water and EtOAc were added to the residue. The aqueous layer was extracted with EtOAc twice. The organic layers were combined, dried over Na2SO4, filtered, and concentrated. The crude product was purified by silica gel column chromatography to give the desired product (0.27 g, 96%). LCMS for C20H22ClN4O2 (M+H)+: m/z=385.1.

출처