Sodium Chloride → [2-(4-Chloro-2-methylquinolin-8-yloxy)-ethyl]-carbamate tert-butyl ester

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Reaction Steps

0.6 g Sodium hydride, free of paraffin, was suspended in dimethyl acetamide (50 mL), then 4-chloro-2-methylquinoline-8-ol (1.6 g, 8.26 mmole) was added at RT and the mixture was stirred for 1 h. 2-(boc-amino)ethylbromide was added dropwise and the mixture was kept on stirring for 48 hrs. The content of the flask was poured into half concentrated NaCl solution and extracted with ethyl acetate. The organic phases were washed with water and saturated NaCl solution, dried and concentrated. Dimethyl acetamide was removed in vacuo and the residue was precipitated from isopropyl ether to give a light fawn solid (2.50 g, 90%).

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