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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535473Generated: October 30, 2026

Hydrochloric Acid → 6-[(2-Methylindolizin-3-yl)carbonyl]-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

https://huagongshe.com/reaction/535473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-ButanolHCID 6386—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 6-[(2-methylindolizin-3-yl)carbonyl]-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylateHCID 66652940—
SolventWaterHCID 962—
Product6-[(2-Methylindolizin-3-yl)carbonyl]-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 6665338996.4%

Reaction Steps

0.27 ml (3.22 mmol) of a 1N aqueous solution of sodium hydroxide is added, at ambient temperature, to 0.5 g (1.29 mmol) of ethyl 6-[(2-methylindolizin-3-yl)carbonyl]-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate in 9 ml of a mixture of t-butanol and water (1/1). The reaction medium is refluxed for 1 hour, acidified with a 1N aqueous solution of hydrochloric acid at ambient temperature, and then extracted with dichloromethane. The organic phase is washed with water, dried over sodium sulphate, and concentrated under reduced pressure. The residue obtained is rinsed with ether and then dried under reduced pressure at 50° C. 448 mg of a yellow solid are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859544B2
Source datasetuspto-grants-2014_10
ORD IDord-7a315499cb474984ac9005769d826a55
Source noteuspto-grants-2014_10