반응 #1702134

반응 방정식

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

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

수율 91.1%

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

수율 91.1%

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
   기타then triturated with cold EtOAc)

실험 절차

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.

출처