반응 #9446

반응 방정식

7-Bromo-N4-isobutylquinoline-3,4-diamine

trimethyl orthovalerate

→

7-bromo-2-butyl-1-isobutyl-1H-imidazo[4,5-c]quinoline

수율 43.9%

용매

toluene

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도to reflux for 30 min
3. 3
   농축concentrated
4. 4
   기타the residue was purified by chromatography on silica gel (75% ethyl acetate in hexane to 100% ethyl acetate gradient)

실험 절차

7-Bromo-N4-isobutylquinoline-3,4-diamine (39.4 g of crude material), trimethyl orthovalerate (32 g, 0.20 mol), and pyridine hydrochloride (0.31 g, 2.7 mmol) were combined with anhydrous toluene (500 mL) and heated to reflux for 30 min. The reaction was cooled to room temperature, concentrated, and the residue was purified by chromatography on silica gel (75% ethyl acetate in hexane to 100% ethyl acetate gradient) to afford 21.2 g of 7-bromo-2-butyl-1-isobutyl-1H-imidazo[4,5-c]quinoline as a yellow solid.

출처