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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054690Generated: November 1, 2026

Sodium Hydroxide → 6-chloro-5-{4-[3-(piperazin-1-yl)propoxy]phenyl}-1H-indole-3-carboxylic acid

https://huagongshe.com/reaction/1054690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 6-chloro-5-{4-[3-(piperazin-1-yl)propoxy]phenyl}-1H-indole-3-carboxylateHCID 86698691—
SolventMethanolHCID 887—
Product6-chloro-5-{4-[3-(piperazin-1-yl)propoxy]phenyl}-1H-indole-3-carboxylic acidHCID 7176595447%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of methyl 6-chloro-5-{4-[3-(piperazin-1-yl)propoxy]phenyl}-1H-indole-3-carboxylate (90 mg, 0.22 mmol) in methanol (8 mL) was added 1.0 M aqueous NaOH (2.0 mL, 2.0 mmol). The mixture was stirred at 70° C. for 24 hours. The mixture was adjusted to pH 7 and purified by reverse phase HPLC to give the title compound (42 mg, 47% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394285B2
Source datasetuspto-grants-2016_07
ORD IDord-c1dbad45f9f4495a9d304a9d7b2a5751
Source noteuspto-grants-2016_07