Reaction #689170

Reaction equation

THF

3,5-dimethoxy-4-(2-propynyloxy)benzoyl chloride

1-(cyclopentyl)methylamine

triethylamine

→

N-cyclopentylmethyl-3,5-dimethoxy-(2-propynyloxy)benzamide

Solvents

ethyl acetate

Conditions

Workup

1. 1
   OtherThe mixture obtained
2. 2
   Filtrationthe mixture was filtered through Celite
3. 3
   ConcentrationThe filtrate was concentrated under reduced pressure

Procedure

To a mixture of 5 ml of THF and 0.30 g of 3,5-dimethoxy-4-(2-propynyloxy)benzoyl chloride were added 0.15 g of 1-(cyclopentyl)methylamine and 0.21 g of triethylamine in order at room temperature. The mixture obtained was stirred at room temperature for 1 hour. Then, ethyl acetate was added to the reaction mixture and the mixture was filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.13 g of N-cyclopentylmethyl-3,5-dimethoxy-(2-propynyloxy)benzamide (hereinafter, described as the compound 30 of the present invention) represented by the formula:

Source