反応 #9453

反応方程式

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

ethoxyacetyl chloride

→

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

収率 41.1%

溶媒

pyridine

反応条件

後処理

1. 1
   温度was then heated in an oil bath
2. 2
   濃縮The reaction mixture was concentrated under vacuum
3. 3
   洗浄washed with 2M Na2CO3 (2×)
4. 4
   乾燥The organic layer was dried (MgSO4)
5. 5
   ろ過filtered
6. 6
   濃縮concentrated
7. 7
   その他Recrystallization of the resulting solid

実験手順

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.

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