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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521016Generated: November 1, 2026

Hydrochloric Acid → Hydrochloric Acid

https://huagongshe.com/reaction/521016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant7-nitro-9H-indeno[2,1-b]pyridineHCID 12634294—
CatalystPalladiumHCID 23938—
CatalystAdams' catalystHCID 345198—
SolventMethanolHCID 887—
ProductHydrochloric AcidHCID 313—
Productcis-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridin-7-ylamineHCID 58294569—

Reaction Steps

A mixture of 7-nitro-9H-indeno[2,1-b]pyridine (3.25 g), 10% palladium on carbon (0.35 g), and methanol (50 mL) is shaken under hydrogen atmosphere (3 bar) at room temperature for 22 h. PtO2 (0.50 g) and 4 M aqueous hydrochloric acid (3.2 mL) are then added and shaking is continued under hydrogen atmosphere (1 bar) at room temperature for another 22 h. The catalysts are separated by filtration and the filtrate is concentrated to give the crude title compound as its hydrochloric acid salt that is used without further purification or transformed to the free base by treatment with aqueous NaOH solution and extraction into ethyl acetate. Yield: 4.20 g (ca. 80% pure); LC (method 1): tR=0.52 min; Mass spectrum (ESI+): m/z=189 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328072B2
Source datasetuspto-grants-2016_05
ORD IDord-3ea8d5ca11ed41b296736aab7e4919c6
Source noteuspto-grants-2016_05