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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601994Generated: October 26, 2026

Tetrahydrofuran → N-(2-methylcyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide

https://huagongshe.com/reaction/601994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant2-MethylcyclohexylamineHCID 23432—
Reactant3,5-Difluoro-4-(2-propynyloxy)benzoyl chlorideHCID 57445696—
SolventTriethylamineHCID 8471—
ProductN-(2-methylcyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamideHCID 5770117564%

Reaction Steps

A mixture of 346 mg of 3,5-difluoro-4-(2-propynyloxy)benzoyl chloride and 1 ml of tetrahydrofuran was added dropwise under ice cooling to a mixture of 5 ml of tetrahydrofuran, 170 mg of 2-methylcyclohexylamine and 182 mg of triethylamine. The mixture obtained was stirred at room temperature for 0.5 hour. The reaction mixture was filtered. The filtrate was concentrated under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 295 mg of N-(2-methylcyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 42 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-5d5f413be52d40caa5e9e260d2e17b99
Source noteuspto-grants-2011_03