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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061875Generated: November 1, 2026

Hydrochloric Acid → (R)-ethyl 6-iodo-4-oxo-1-(pyrrolidin-3-ylmethyl)-1,4-dihydroquinoline-3-carboxylate hydrochloride

https://huagongshe.com/reaction/2061875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(R)-ethyl 1-((1-(tert-butoxycarbonyl)pyrrolidin-3-yl)methyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylateHCID 59416180—
Solvent1,4-DioxaneHCID 31275—
Product(R)-ethyl 6-iodo-4-oxo-1-(pyrrolidin-3-ylmethyl)-1,4-dihydroquinoline-3-carboxylate hydrochlorideHCID 68473754—

Reaction Steps

The crude (R)-ethyl 1-((1-(tert-butoxycarbonyl)pyrrolidin-3-yl)methyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate (Intermediate 95, ˜4.4 mmol) was dissolved in 1,4-dioxane (20 mL) and 4.0M hydrogen chloride in 1,4-dioxane (20 mL) was added. The reaction mixture was stirred at room temperature for 1 h, and the solvent was removed in vacuo. The solid was then dried in a vacuum oven at 40° C. for 18 h to give 2.3 g (quant. yield) of (R)-ethyl-6-iodo-4-oxo-1-(pyrrolidin-3-ylmethyl)-1,4-dihydroquinoline-3-carboxylate hydrochloride as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283361B2
Source datasetuspto-grants-2012_10
ORD IDord-928e743f4230425ca961e4a9dfbc5cf6
Source noteuspto-grants-2012_10