반응 #2129394

반응 방정식

cesium carbonate

6-(4-ethylpiperazin-1-yl)pyridin-3-amine

N-(3-(2-chlorothieno[3,2-d]pyrimidin-7-yl)phenyl)methanesulfonamide

Xantphos

→

compound

수율 53.2%

N-(3-(2-(6-(4-ethylpiperazin-1-yl)pyridin-3-ylamino)thieno[3,2-d]pyrimidin-7-yl)phenyl)methanesulfonamide

수율 53.2%

용매

dioxane

반응 조건

후처리

1. 1
   기타for 10 minutes
2. 2
   여과filtered with celite
3. 3
   workup.ADDITIONThe filtrate was diluted with ethyl acetate
4. 4
   세척washed with brine
5. 5
   건조The organic layer was dried with magnesium sulfate
6. 6
   농축concentrated
7. 7
   여과by filtering with celite
8. 8
   기타Purification by chromatography (5% methanol/dichloromethane)

실험 절차

N-(3-(2-chlorothieno[3,2-d]pyrimidin-7-yl)phenyl)methanesulfonamide (20 mg, 0.059 mmol) was dissolved in dioxane (1 mL) and then cesium carbonate (58 mg, 0.18 mmol) and 6-(4-ethylpiperazin-1-yl)pyridin-3-amine (18 mg, 0.088 mmol) were added. After flowing nitrogen gas to the reaction mixture for 10 minutes, Pd(OAc)2 (1 mg, 0.1 mmol) and Xantphos (4 mg, 0.12 mmol) were added. The reaction mixture was stirred at 120° C. for 6 hours and filtered with celite. The filtrate was diluted with ethyl acetate and washed with brine. The organic layer was dried with magnesium sulfate and concentrated by filtering with celite. Purification by chromatography (5% methanol/dichloromethane) yielded the target compound (16 mg, 53% yield).

출처