반응 #1337797

반응 방정식

allylamine

2,4-dichloro-7-methylthieno[3,2-d]pyrimidine

→

title compound

수율 76.7%

4-Allylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine

수율 76.7%

용매

DMF

반응 조건

후처리

1. 1
   기타to resume room temperature
2. 2
   workup.STIRRINGby stirring for one hour
3. 3
   workup.ADDITIONwas added to the reaction mixture
4. 4
   추출followed by extraction with ethyl acetate (50 ml×3)
5. 5
   세척After the organic layer was washed successively with 1N hydrochloric acid, water and brine
6. 6
   건조dried over anhydrous sodium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   기타The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/8)

실험 절차

In DMF was dissolved 1.50 g (6.8 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then 917 mg (16.1 mmol) of allylamine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0° C. for one hour and then allowed to resume room temperature, followed by stirring for one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml×3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/8) to give 1.25 g (yield: 76.2%) of the title compound.

출처