تفاعل #492006

معادلة التفاعل

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

المردود 29.0%

المذيبات

NMP

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled to rt
2. 2
   أخرىThe solid that precipitated
3. 3
   ترشيحwas collected by filtration
4. 4
   أخرىwas further purified by column chromatography (SiO2, 60-120, pet ether/ethyl acetate, 7/3)

الإجراء التجريبي

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.

المصدر