تفاعل #491968

معادلة التفاعل

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

3-methylphenol

K2CO3

→

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

المردود 75.8%

المذيبات

DMF

EtOAc

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةIt was then cooled
2. 2
   أخرىDMF was removed under reduced pressure
3. 3
   أخرىto get a yellow gummy residue
4. 4
   غسيلwashed with water (5 mL), brine (5 mL)
5. 5
   تجفيفdried over Na2SO4
6. 6
   ترشيحFiltration
7. 7
   تركيزfollowed by concentration under reduced pressure
8. 8
   أخرىafforded a yellow gum which
9. 9
   أخرىwas further purified by column chromatography (SiO2, 60-120, EtOAc/hexane, 5/5)

الإجراء التجريبي

To a solution of N2-(6-chloropyrimidin-4-yl)pyridine-2,6-diamine (100 mg, 0.45 mmol) in DMF (1 mL) was added 3-methylphenol (88 mg, 0.8 mmol) and anhydrous K2CO3 (93 mg, 0.6 mmol). The reaction mixture was heated at 145° C. for 16 h. It was then cooled and DMF was removed under reduced pressure to get a yellow gummy residue. The residue was taken in EtOAc (20 mL) and washed with water (5 mL), brine (5 mL) and dried over Na2SO4. Filtration followed by concentration under reduced pressure afforded a yellow gum which was further purified by column chromatography (SiO2, 60-120, EtOAc/hexane, 5/5) to give N2-(6-(3-methylphenoxy)pyrimidin-4-yl)pyridine-2,6-diamine (IR-12) (100 mg, 75%) as a pale yellow solid.

المصدر