تفاعل #491995

معادلة التفاعل

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

3-methoxyphenol

K2CO3

→

N2-(6-(3-methoxylphenoxy)pyrimidin-4-yl)pyridine-2,6-diamine

المردود 40.7%

المذيبات

DMF

EtOAc

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةIt was then cooled
2. 2
   أخرىDMF removed under reduced pressure
3. 3
   أخرىto give a yellowish gummy residue that
4. 4
   غسيلIt was washed with water (5 mL), brine (5 mL)
5. 5
   تجفيفdried over Na2SO4
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   أخرىto give a crude product
8. 8
   أخرىThis was further purified by column chromatography (SiO2, 60-120, hexane/EtOAc, 5/5)

الإجراء التجريبي

To a solution of N2-(6-chloropyrimidin-4-yl)pyridine-2,6-diamine (200 mg, 0.90 mmol) in dry DMF (2 mL) was added 3-methoxyphenol (112 mg, 0.90 mmol) and anhydrous K2CO3 (186 mg, 1.353 mmol). The reaction mixture was heated at 100° C. for 16 h under N2 atmosphere. It was then cooled and DMF removed under reduced pressure to give a yellowish gummy residue that was taken in EtOAc (10 mL). It was washed with water (5 mL), brine (5 mL), dried over Na2SO4 and then concentrated under reduced pressure to give a crude product. This was further purified by column chromatography (SiO2, 60-120, hexane/EtOAc, 5/5) to give N2-(6-(3-methoxylphenoxy)pyrimidin-4-yl)pyridine-2,6-diamine (110 mg, 40.7%) as a pale yellow solid.

المصدر