反応 #1702134

反応方程式

3-(3-methoxyphenyl)propan-1-amine hydrochloride

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

収率 91.1%

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

収率 91.1%

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then triturated with cold EtOAc)

実験手順

To a solution of 3-(3-methoxyphenyl)propan-1-amine hydrochloride (2.00 g, 9.92 mmol) and 2,4,5-trichloropyrimidine (1.19 mL, 10.4 mmol) in N,N-dimethylformamide (30 mL) was added potassium carbonate (4.80 g, 34.7 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 (then triturated with cold EtOAc) to give the desired product as a light brown gel (2.82 g, 91%). LCMS for C14H16Cl2N3O (M+H)+: m/z=312.0, 314.0.

出典