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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409974Generated: October 31, 2026

Hydrochloric Acid → HCID 178420162, compound

https://huagongshe.com/reaction/2409974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsopropanolHCID 3776—
ReactantSodium AzideHCID 33557—
ReactantHCID 86703283HCID 86703283—
CatalystZinc bromideHCID 10421208—
SolventWaterHCID 962—
ProductHCID 178420162HCID 17842016285.4%

Reaction Steps

To a mixture of 6-(6-cyclopropyl-2-phenyl-1H-indol-3-ylmethyl)pyridine-2-carbonitrile (93 mg), sodium azide (86.5 mg), isopropyl alcohol (3.2 mL), and water (2.1 mL) was added zinc bromide (74.9 mg), and this mixture was heated under reflux for 23 hours while stirring. The reaction mixture was left to be cooled. To the reaction mixture was added 1 mol/L hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: methanol-dichloromethane) to obtain the title compound (89.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815903B2
Source datasetuspto-grants-2014_08
ORD IDord-eac306127bf24b96af10739e95f11421
Source noteuspto-grants-2014_08