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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404744Generated: October 26, 2026

Hydrochloric Acid → 4-(7-Propyl-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/404744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant4-(7-Chloro-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 59290823—
ReactantHCID 178455855HCID 178455855—
CatalystIron (III) acetylacetonateHCID 11110968—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product4-(7-Propyl-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 59290630—

Reaction Steps

To 200 mg (0.52 mmol) 4-(7-Chloro-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester (274) dissolved in 5 ml THF and 1 ml NMP were added 20 mg (0.055 mmol) Ferric (III) acetylacetonate. To the red solution 0.3 ml of propylmagnesium-chloride (2M in THF) were added and 2 min stirred at RT. 1 ml 1N HCl and 20 ml diethyl ether were added and the organic layer was washed with brine. The organic phases were dried over Sodium sulfate and evaporated. The residue was purified by HPLC. 85 mg of 4-(7-Propyl-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester could be obtained as the trifluoroacetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748614B2
Source datasetuspto-grants-2014_06
ORD IDord-d8b47be0070647619a4d67840443e4c8
Source noteuspto-grants-2014_06