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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096974Generated: November 2, 2026

Hydrochloric Acid → HCID 178468697, compound

https://huagongshe.com/reaction/1096974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
ReactantEthyl 4-cyano-1-cyclopropyl-1H-indole-6-carboxylateHCID 57930989—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178468697HCID 178468697—

Reaction Conditions

Temperature110 °C

Reaction Steps

In a 100-mL egg plant-type flask, sodium azide (486 mg, 7.48 mmol) was added to a DMF (10 mL) solution of ethyl 4-cyano-1-cyclopropyl-1H-indole-6-carboxylate (475 mg, 1.87 mmol) and triethylamine hydrochloride (1.03 g, 7.48 mmol), and stirred overnight at 110° C. The reaction solution was diluted with ethyl acetate, made acidic with aqueous hydrochloric acid solution added thereto, and the separated organic layer was washed with water and saturated saline water in that order, dried with sodium sulfate, filtered and concentrated. The crude product was washed with hexane to obtain the title compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138197B2
Source datasetuspto-grants-2012_03
ORD IDord-bb9209bd04bd438682f5c7ebe878ded3
Source noteuspto-grants-2012_03