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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492215Generated: October 30, 2026

Water → 5-Chloro-1-(quinolin-4-yl)-1H-indole-3-carboxylic acid

https://huagongshe.com/reaction/492215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 5-chloro-1-(quinolin-4-yl)-1H-indole-3-carboxylateHCID 68968651—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-1-(quinolin-4-yl)-1H-indole-3-carboxylic acidHCID 6897037287.9%

Reaction Steps

0.42 g (15 mmol) of lithium hydroxide monohydrate and 50 cm3 of water are added to 1.13 g (3.35 mmol) of 5-chloro-3-methoxycarbonyl-1-(quinolin-4-yl)-1H-indole dissolved in 50 cm3 of tetrahydrofuran at a temperature in the region of 20° C. After stirring for 16 hours at the reflux temperature of the solvent, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa). The residue is taken up in 10 cm3 of 1N hydrochloric acid, the suspension is then filtered, and the solid residue is dried under atmospheric pressure at a temperature in the region of 60° C., giving 0.95 g of 3-carboxy-5-chloro-1-(quinolin-4-yl)-1H-indole in the form of a cream-colored solid, which is used directly in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531663B2
Source datasetuspto-grants-2009_05
ORD IDord-4638948873f94f96bf8ceaedb4a9812c
Source noteuspto-grants-2009_05