Reacción #1337873

Ecuación de reacción

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

β-alanineamide hydrochloride

triethylamine

→

title compound

Rendimiento 79.8%

2-Chloro-4-(2-carbamoylethylamino)-7-methylthieno[3,2-d]pyrimidine

Rendimiento 79.8%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

In 10 ml of DMF, 1.0 g (4.9 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine was dissolved, and then 668 mg (5.37 mmol) of β-alanineamide hydrochloride and 1.09 g (10.7 mmol) of triethylamine were added thereto under ice cooling. The reaction solution was stirred at 0° C. for one hour and then allowed to resume room temperature, followed by stirring for further 1 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 1.05 g (yield: 79.8%) of the title compound.

Fuente