반응 #1702122

반응 방정식

(1R)-1-(3-methoxyphenyl)ethanamine

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

수율 95.0%

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

수율 95.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타The reaction was quenched with water
2. 2
   workup.ADDITIONEtOAc 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 and brine successively
6. 6
   건조dried (Na2SO4)
7. 7
   여과filtered
8. 8
   농축concentrated
9. 9
   기타triturated with cold EtOAc

실험 절차

To a solution of (1R)-1-(3-methoxyphenyl)ethanamine (1.50 g, 9.92 mol) (R-isomer, >98% 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 over two days at room temperature. The reaction was quenched with water. 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 brine successively, then dried (Na2SO4), filtered, concentrated, and triturated with cold EtOAc to give the desired product as a light yellow gel (2.81 g, 95%). LCMS for C13H14Cl2N3O (M+H)+: m/z=298.0.

출처