تفاعل #9539

معادلة التفاعل

tert-butyl 4-[(3-amino-7-bromoquinolin-4-ylamino)methyl]piperidine-1-carboxylate

trimethyl orthobutyrate

→

tert-butyl 4-[(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]piperidine-1-carboxylate

المردود 77.9%

ظروف التفاعل

المعالجة

1. 1
   تركيزAfter completion, the reaction mixture was concentrated under reduced pressure
2. 2
   أخرىthe residue was purified by flash column chromatography on silica gel (eluting with 95:5 chloroform:CMA)
3. 3
   أخرىfollowed by recrystallization from ethyl acetate

الإجراء التجريبي

The method described in Part A of Examples 142–144 was used to treat tert-butyl 4-[(3-amino-7-bromoquinolin-4-ylamino)methyl]piperidine-1-carboxylate (15.0 g, 34.5 mmol) with trimethyl orthobutyrate (5.62 g, 37.9 mmol). After completion, the reaction mixture was concentrated under reduced pressure, and the residue was purified by flash column chromatography on silica gel (eluting with 95:5 chloroform:CMA) followed by recrystallization from ethyl acetate to provide 13.1 g of tert-butyl 4-[(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]piperidine-1-carboxylate as a white solid, mp 215–216° C.

المصدر