3-CHLORO-N-1-NAPHTHYLPROPANAMIDE synthesis

Yield:22302-59-6 80%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20;

Steps:

1.8.4 General procedures for synthesis of 6b1-6b20

General procedure: Two mmol 5b1-5b20 was added to a dichloromethane solution containing 0.3 mL triethylamine at 0 °C. Then 1.2 equiv. 3-chloropropionyl chloride was dissolved in dry dichloromethane, and the obtained mixture was slowly added to the aniline solution at 0 °C. The reaction mixture was allowed to slowly warm up to room temperature, extracted with dichloromethane and finally washed with 2 M HCl. The organic phase was combined and dried with anhydrous MgSO₄. Filtration and removal of the solvent under reduced pressure gave the crude product. The desired product was further purified by flash column chromatography with petroleum ether-EtOAc (20:1 to 10:1) to produce 6b1-6b20.

References:

Zhu, Kongkai;Song, Jia-Li;Tao, Hong-Rui;Cheng, Zhi-Qiang;Jiang, Cheng-Shi;Zhang, Hua [Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,# 23-24,p. 3693 - 3699] Location in patent:supporting information