反応 #714804

反応方程式

4-methoxybenzylamine

8-chloro-3-methoxy-1,7-naphthyridine

potassium carbonate

→

title compound

収率 90.1%

3-Methoxy-N-(4-methoxybenzyl)-1,7-naphthyridin-8-amine

収率 90.1%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   濃縮concentrated
2. 2
   その他This was partitioned between ethyl acetate and water
3. 3
   濃縮The organic layer was concentrated
4. 4
   その他purified by silica-gel chromatography
5. 5
   洗浄eluting with 1-5% methanol in DCM

実験手順

To a solution of 8-chloro-3-methoxy-1,7-naphthyridine (1 g, 5.14 mmol) in N,N-dimethylformamide (10.28 mL) was added potassium carbonate (1.42 g, 10.28 mmol) followed by 4-methoxybenzylamine (1.47 ml, 11.3 mmol). The reaction was stirred at 100° C. for 24 hours and then concentrated to generate a brown residue. This was partitioned between ethyl acetate and water. The organic layer was concentrated and purified by silica-gel chromatography, eluting with 1-5% methanol in DCM, to provide the title compound (1.37 g, 4.63 mmol) as a tan solid. LC/MS (ESI+) m/z=296 (M+H).

出典