반응 #9453

반응 방정식

7-bromo—N4-isobutylquinoline-3,4-diamine

ethoxyacetyl chloride

→

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

수율 41.1%

용매

pyridine

반응 조건

후처리

1. 1
   온도was then heated in an oil bath
2. 2
   농축The reaction mixture was concentrated under vacuum
3. 3
   세척washed with 2M Na2CO3 (2×)
4. 4
   건조The organic layer was dried (MgSO4)
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타Recrystallization of the resulting solid

실험 절차

A solution of 7-bromo—N4-isobutylquinoline-3,4-diamine (85 g, prepared according to Part F of Example 1) in anhydrous pyridine (413 mL) was immersed in an ice bath, and ethoxyacetyl chloride (36.9 g, 300 mmol) was added. The reaction was allowed to warm to room temperature and was then heated in an oil bath held at 85° C. for 3.5 h. The reaction mixture was concentrated under vacuum, and the residue was taken up in diethyl ether and washed with 2M Na2CO3 (2×) followed by H2O (1×). The organic layer was dried (MgSO4), filtered, and concentrated. Recrystallization of the resulting solid from boiling 15% ethyl acetate in hexanes afforded 43.0 g of 7-bromo-2-ethoxymethyl-1-isobutyl-1H-imidazo[4,5-c]quinoline as brown crystals.

출처