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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601988Generated: October 25, 2026

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

https://huagongshe.com/reaction/601988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantCyclopentanemethylamineHCID 80153—
Reactant3,5-Dimethoxy-4-(2-propynyloxy)benzoyl chlorideHCID 57445669—
SolventEthyl AcetateHCID 8857—
ProductN-cyclopentylmethyl-3,5-dimethoxy-(2-propynyloxy)benzamideHCID 86630486—

Reaction Steps

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:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902400B2
Source datasetuspto-grants-2011_03
ORD IDord-015122d8d0994657b0da4eacfc1f8910
Source noteuspto-grants-2011_03