반응 #664535

반응 방정식

2,3-dihydrobenzo[b][1,4]dioxin-6-ol

Cs2CO3

N2-(6-chloropyrimidin-4-yl)pyridine-2,6-diamine

water

→

N2-(6-(2,3-dihydrobenzo[b][1,4]dioxin-6-yloxy)pyrimidin-4-yl)pyridine-2,6-diamine

수율 29.0%

용매

NMP

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to rt
2. 2
   기타The solid that precipitated
3. 3
   여과was collected by filtration
4. 4
   기타was further purified by column chromatography (SiO2, 60-120, pet ether/ethyl acetate, 7/3)

실험 절차

A stirred mixture of 2,3-dihydrobenzo[b][1,4]dioxin-6-ol (0.137 g, 0.90 mmol), Cs2CO3 (0.734 g, 2.25 mmol), CuI (0.02 g, 10% w/w), and N2-(6-chloropyrimidin-4-yl)pyridine-2,6-diamine (0.29 g, 0.90 mmol) in NMP (1 mL) was heated at 100° C. for 16 h. The reaction mixture was cooled to rt and slowly added to demineralised water. The solid that precipitated was collected by filtration and was further purified by column chromatography (SiO2, 60-120, pet ether/ethyl acetate, 7/3) to give N2-(6-(2,3-dihydrobenzo[b][1,4]dioxin-6-yloxy)pyrimidin-4-yl)pyridine-2,6-diamine (0.088 g, 29%) as yellow solid.

출처