反応 #1702122

反応方程式

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

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

収率 95.0%

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

収率 95.0%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   その他The reaction was quenched with water
2. 2
   workup.ADDITIONEtOAc was added
3. 3
   その他the layers were separated
4. 4
   抽出The aqueous layer was extracted with EtOAc twice
5. 5
   洗浄The combined organic layers were washed with water and brine successively
6. 6
   乾燥dried (Na2SO4)
7. 7
   ろ過filtered
8. 8
   濃縮concentrated
9. 9
   その他triturated with cold EtOAc

実験手順

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.

出典