반응 #1702131

반응 방정식

NaHCO3

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

2,5-Dichloro-N-[2-(3-methoxyphenyl)ethyl]pyrimidin-4-amine

2-(3-aminophenyl)ethanol

p-toluenesulfonic acid monohydrate

→

desired product

수율 96.0%

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

수율 96.0%

용매

1,4-dioxane

반응 조건

후처리

1. 1
   기타The organic solvent was removed under vacuum and water/EtOAc
2. 2
   workup.ADDITIONwas added
3. 3
   기타After layer separation
4. 4
   추출the aqueous layer was extracted with EtOAc twice
5. 5
   건조The combined organic layers were dried over Na2SO4
6. 6
   여과filtered
7. 7
   농축concentrated (
8. 8
   기타then triturated with cold EtOAc)

실험 절차

To a solution of 2,5-dichloro-N-[2-(3-methoxyphenyl)ethyl]pyrimidin-4-amine (0.50 g, 1.7 mmol) (prepared according to Example 8, step A) and 2-(3-aminophenyl)ethanol (0.31 g, 2.3 mmol) (prepared according to Example 22, Step B) in 1,4-dioxane (14.3 mL) was added p-toluenesulfonic acid monohydrate (0.12 g, 0.61 mmol). The mixture was heated at 100° C. for 16 h and the reaction was complete. To the mixture was added NaHCO3 (saturated aqueous solution). The organic solvent was removed under vacuum and water/EtOAc was added. After layer separation, the aqueous layer was extracted with EtOAc twice. The combined organic layers were dried over Na2SO4, filtered, and concentrated (then triturated with cold EtOAc) to give the desired product as a light brown powder (0.64 g, 96%). LCMS for C21H24ClN4O2 (M+H)+: m/z=399.1.

출처