تفاعل #1451244

معادلة التفاعل

tert-butyl 2-[7-benzyloxy-2-(chloromethyl)-1H-imidazo[4,5-c]quinolin-1-yl]ethylcarbamate

potassium tert-butoxide

→

tert-butyl 3-benzyloxy-10,11-dihydropyrazino[1′,2′:1,2]imidazo[4,5-c]quinoline-9(8H)-carboxylate

المردود 96.1%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىwas purified by normal phase prep HPLC on silica gel (
2. 2
   غسيلeluting with 2 N ammonia in methanol/chloroform in a 66-minute gradient from 0:100 to 7:93)

الإجراء التجريبي

The method described in Part D of Example 365 was used to treat tert-butyl 2-[7-benzyloxy-2-(chloromethyl)-1H-imidazo[4,5-c]quinolin-1-yl]ethylcarbamate (23.55 g, 50.43 mmol) with potassium tert-butoxide (55.47 mL of a 1 M solution in THF) with the modification that crude product mixture was purified by normal phase prep HPLC on silica gel (eluting with 2 N ammonia in methanol/chloroform in a 66-minute gradient from 0:100 to 7:93) to provide 20.87 g of tert-butyl 3-benzyloxy-10,11-dihydropyrazino[1′,2′:1,2]imidazo[4,5-c]quinoline-9(8H)-carboxylate. Material from a different run was used in Part I.

المصدر