反応 #68653

反応方程式

8-chloro-1,5-naphthyridin-3-amine

triethylamine

2-methoxyacetyl chloride

→

N-(8-chloro-1,5-naphthyridin-3-yl)-2-methoxyacetamide

収率 75.0%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   その他reaction
2. 2
   その他Next day reaction mixture
3. 3
   洗浄washed with aqueous sodium bicarbonate solution
4. 4
   その他Layers separated
5. 5
   乾燥organic layer dried over sodium sulfate
6. 6
   その他to afford yellow oil
7. 7
   その他This was purified by ISCO silica gel chromatography (2-5% MeOH/DCM)

実験手順

A round bottom flask under nitrogen was charged with 8-chloro-1,5-naphthyridin-3-amine (41 mg, 0.23 mmol), triethylamine (64 μl, 0.46 mmol), and dichloromethane (1 mL). To this was added 2-methoxyacetyl chloride (42 μl, 0.46 mmol) dropwise via syringe and reaction allowed to stir overnight at room temperature. Next day reaction mixture was diluted with dichloromethane and washed with aqueous sodium bicarbonate solution. Layers separated and organic layer dried over sodium sulfate to afford yellow oil. This was purified by ISCO silica gel chromatography (2-5% MeOH/DCM) to afford N-(8-chloro-1,5-naphthyridin-3-yl)-2-methoxyacetamide (43 mg, 75% yield) as light yellow solid. MS[M+H]=251.9. Calc'd for C11H10ClN3O2=251.7.

出典