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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054720Generated: November 2, 2026

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

https://huagongshe.com/reaction/1054720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 5-[4-(1-acetylpiperidin-4-yl)phenyl]-6-chloro-1H-indole-3-carboxylateHCID 86698718—
SolventMethanolHCID 887—
Product5-[4-(1-acetylpiperidin-4-yl)phenyl]-6-chloro-1H-indole-3-carboxylic acidHCID 8669871930%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of methyl 5-[4-(1-acetylpiperidin-4-yl)phenyl]-6-chloro-1H-indole-3-carboxylate (120 mg, 0.30 mmol) in MeOH (4 mL) was added sodium hydroxide (1 mL, 1 M). The mixture was heated to 70° C. for 24 h. Solvent was removed under reduced pressure. The residue was acidified to pH=5 and dried in vacuum to give an oil, which was purified by preparative HPLC to give the title compound (35 mg, 30% yield) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394285B2
Source datasetuspto-grants-2016_07
ORD IDord-c33a948eaacf457fb03b510f78943a0a
Source noteuspto-grants-2016_07