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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601983Generated: October 25, 2026

Tetrahydrofuran → N-(2-methylcyclopentyl)-3-methoxy-4-(2-propynyloxy)benzamide

https://huagongshe.com/reaction/601983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant2-Methylcyclopentan-1-amine hydrochlorideHCID 19101439—
Reactant3-Methoxy-4-(2-propynyloxy)benzoyl chlorideHCID 57445671—
SolventWaterHCID 962—
ProductN-(2-methylcyclopentyl)-3-methoxy-4-(2-propynyloxy)benzamideHCID 5744568336.7%

Reaction Steps

To a mixture of 20 ml of THF, 0.50 g of 2-methylcyclopentylamine hydrochloride and 1.0 g of triethylamine was added 0.50 g of 3-methoxy-4-(2-propynyloxy)benzoyl chloride. The mixture obtained was stirred at room temperature for 3 hours. Then, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was dried and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 235 mg of N-(2-methylcyclopentyl)-3-methoxy-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 18 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-1bf4ea1c1e584c7eb2436317bd392241
Source noteuspto-grants-2011_03