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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561210Generated: November 1, 2026

Hydrochloric Acid → HCID 178505486, compound

https://huagongshe.com/reaction/561210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium AzideHCID 33557—
ReactantPyridinium hydrochlorideHCID 21584435—
Reactant3-[4-(2-Bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carbonitrileHCID 53388530—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178505486HCID 178505486—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carbonitrile (1.4 g, 3.82 mmol), pyridinium hydrochloride (0.9 g, 7.79 mmol) and sodium azide (1.3 g, 20.00 mmol) in NMP (12 mL) was stirred and heated at 130° C. bath for 2 h. After cooling, the mixture was diluted with water and acidified with 1N HCl (some precipitate appeared). The whole mixture was then extracted with EtOAc. The EtOAc extract was washed with water (3×), dried (Na2SO4) and concentrated. The residue was triturated with diethyl ether to give the title compound as a light brown powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063224B2
Source datasetuspto-grants-2011_11
ORD IDord-7bbc3825a6b04ff7bbd2aa8177bc8d01
Source noteuspto-grants-2011_11