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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602005Generated: October 26, 2026

Ammonium Chloride → N-(2-chlorocyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide

https://huagongshe.com/reaction/602005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant7-[3,5-Difluoro-4-(2-propynyloxy)benzoyl]-7-azabicyclo[4.1.0]heptaneHCID 57701178—
CatalystZincchlorideHCID 3007855—
SolventChloroformHCID 6212—
ProductN-(2-chlorocyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamideHCID 57701136—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4 ml of chloroform and 298 mg of zinc (II) chloride was stirred at 60° C. After 5 minutes, a mixture of 291 mg of 7-[3,5-difluoro-4-(2-propynyloxy)benzoyl]-7-azabicyclo[4.1.0]heptane and 2 ml of chloroform was added dropwise thereto at 60° C., and the resulting mixture was heated under reflux for 5 hours. Then, an aqueous saturated ammonium chloride solution was added to the reaction mixture, and this was extracted with chloroform. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.22 g of N-(2-chlorocyclohexyl)-3,5-difluoro-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 87 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-9c87c08183054d25addd37cb2ab63ce0
Source noteuspto-grants-2011_03