反応 #1702115

反応方程式

tert-butyl [3-(aminomethyl)phenyl]carbamate

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

収率 92.3%

tert-Butyl(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)carbamate

収率 92.3%

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The resulted residue was triturated with methylene chloride and hexanes

実験手順

To a solution of tert-butyl [3-(aminomethyl)phenyl]carbamate (0.50 g, 2.2 mmol) and 2,4,5-trichloropyrimidine (0.45 g, 2.5 mmol) in N,N-dimethylformamide (6 mL) was added potassium carbonate (0.62 g, 4.5 mmol). The resultant mixture was stirred overnight 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, and concentrated. The resulted residue was triturated with methylene chloride and hexanes to give the desired product as an off-white powder (0.75 g, 90%). LCMS for C12H11Cl2N4O2 (M-tBu+H)+: m/z=313.0, 315.0.

出典