Reaction #689180

Reaction equation

cyclopentylmethylamine

triethylamine

ethyl acetate

3,5-difluoro-4-(2-propynyloxy)benzyl chloride

ethyl acetate

→

N-cyclopentylmethyl-3,5-difluoro-4-(2-propynyloxy)benzamide

Conditions

Workup

1. 1
   OtherThe mixture obtained
2. 2
   ConcentrationThen, the reaction mixture was concentrated under reduced pressure

Procedure

A mixture of 0.50 g of cyclopentylmethylamine, 0.4 ml of triethylamine and 2 ml of ethyl acetate was added dropwise under ice cooling to a mixture of 3 ml of ethyl acetate and 0.46 g of 3,5-difluoro-4-(2-propynyloxy)benzyl chloride. The mixture obtained was stirred at room temperature for 12 hours. Then, the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.24 g of N-cyclopentylmethyl-3,5-difluoro-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 58 of the present invention) represented by the formula:

Source