تفاعل #11464

معادلة التفاعل

tert-butyl 2-[(3-amino-5,6-dimethyl-2-phenoxypyridin-4-yl)amino]ethylcarbamate

triethyl orthoacetate

pyridine hydrochloride

toluene

→

tert-butyl 2-(2,6,7-trimethyl-4-phenoxy-1H-imidazo[4,5-c]pyridin-1-yl)ethylcarbamate

المردود 100.0%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةat reflux for 30 minutes
3. 3
   تركيزThe reaction mixture was concentrated under reduced pressure
4. 4
   أخرىto provide a brown oil
5. 5
   غسيلwashed with water (2×500 mL)
6. 6
   استخلاصextracted with ethyl acetate (2×500 mL)
7. 7
   غسيلThe combined organics were washed with brine
8. 8
   تجفيفdried over magnesium sulfate
9. 9
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

A mixture of tert-butyl 2-[(3-amino-5,6-dimethyl-2-phenoxypyridin-4-yl)amino]ethylcarbamate (43.7 g, 117 mmol), triethyl orthoacetate (22.6 mL, 123 mmol), pyridine hydrochloride (4.4 g) and toluene (440 mL) was heated at reflux for 30 minutes. The reaction mixture was concentrated under reduced pressure to provide a brown oil. The oil was dissolved in ethyl acetate (1 L) and washed with water (2×500 mL). The aqueous washes were combined and extracted with ethyl acetate (2×500 mL). The combined organics were washed with brine, dried over magnesium sulfate and then concentrated under reduced pressure to provide 46.4 g of tert-butyl 2-(2,6,7-trimethyl-4-phenoxy-1H-imidazo[4,5-c]pyridin-1-yl)ethylcarbamate as a white solid, m.p. 180–182° C.

المصدر