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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1086397Generated: October 30, 2026

Hydrochloric Acid → 2,6-Difluoro-4-(5-pentylpyrimidin-2-yl)benzonitrile

https://huagongshe.com/reaction/1086397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantHCID 15131405HCID 15131405—
ReactantHCID 178418546HCID 178418546—
CatalystIron chloride (FeCl3)HCID 24380—
SolventWaterHCID 962—
Product2,6-Difluoro-4-(5-pentylpyrimidin-2-yl)benzonitrileHCID 1513140642.4%

Reaction Steps

0.7 g of 2-(3',5'-difluoro-4'-bromophenyl)-5-pentylpyrimidine, 0.5 g of copper (I) cyanide and 3.5 ml of N-methylpyrrolidone were mixed in a flask and refluxed for 5 hours. The solution was poured into a solution including 1.7 g of iron (III) chloride, 0.4 ml of concentrated hydrochloric acid and 1.7 ml of water. The solution was extracted with chloroform and washed with water and an aqueous 10% solution of potassium hydroxide. The chloroform was distilled off. The residue was treated through a silica gel column using chloroform as the solvent and recrystallized from methanol to yield 0.25 g of 2-(3',5'-difluoro-4'-cyanophenyl)-5-pentylpyrimidine. The crystal--isotropic liquid transfer point (C-I Point) of the compound was 65.3° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05030382
Source datasetuspto-grants-1991_07
ORD IDord-23a5f7ea8963411583131eae81098fad
Source noteuspto-grants-1991_07