반응 #1702138

반응 방정식

(1S)-1-(3-methoxyphenyl)ethanamine

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

수율 96.0%

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

수율 96.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타The reaction was quenched with water
2. 2
   workup.ADDITIONThen EtOAc was added
3. 3
   기타the layers were separated
4. 4
   추출The aqueous layer was extracted with EtOAc twice
5. 5
   세척The combined organic layers were washed with water
6. 6
   건조dried (Na2SO4)
7. 7
   여과filtered
8. 8
   농축concentrated

실험 절차

To a solution of (1S)-1-(3-methoxyphenyl)ethanamine (1.50 g, 9.92 mol) (S-isomer, >99% ee purity) and 2,4,5-trichloropyrimidine (1.19 mL, 10.4 mmol) in N,N-dimethylformamide (30 mL) was added potassium carbonate (4.1 g, 30 mmol). The resultant mixture was stirred overnight at room temperature. The reaction was quenched with water. Then EtOAc was added and the layers were separated. The aqueous layer was extracted with EtOAc twice. The combined organic layers were washed with water and then dried (Na2SO4), filtered, and concentrated to give the desired product as a light yellow thick oil (2.84 g, 96%). LCMS for C13H14Cl2N3O (M+H)+: m/z=298.0, 300.0, 302.0 (9:6:1).

출처