반응 #168986

반응 방정식

4-(2,4-Diamino-pyrimidin-5-yloxy)-2-iodo-5-isopropyl-phenol

potassium carbonate

propargyl chloride

→

5-(5-iodo-2-isopropyl-4-prop-2-ynyloxy-phenoxy)-pyrimidine-2,4-diamine

수율 71.8%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   추출the reaction was extracted with dichloromethane, water and brine
2. 2
   건조The dichloromethane layer was dried
3. 3
   농축concentrated
4. 4
   기타purified via silica gel column chromatography (95/5/0.1 dichloromethane/methanol/ammonium hydroxide)

실험 절차

To 4-(2,4-Diamino-pyrimidin-5-yloxy)-2-iodo-5-isopropyl-phenol (200 mg, 0.43 mmol) dissolved in anhydrous N,N-dimethylformamide (2 mL) was added anhydrous potassium carbonate (414 mg, 3.00 mmol) and propargyl chloride (0.03 mL, 0.43 mmol). After stirring at room temperature overnight, the reaction was extracted with dichloromethane, water and brine. The dichloromethane layer was dried using anhydrous magnesium sulfate, concentrated, and purified via silica gel column chromatography (95/5/0.1 dichloromethane/methanol/ammonium hydroxide) to yield 5-(5-iodo-2-isopropyl-4-prop-2-ynyloxy-phenoxy)-pyrimidine-2,4-diamine as white solid (131 mg, 71%), MS (M+H)=425.

출처