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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047795Generated: October 31, 2026

Ethanol → 5-Fluoro-2-(2-isobutyl-3-methyl-benzoylamino)-indan-2-carboxylic acid

https://huagongshe.com/reaction/1047795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant5-Fluoro-2-[3-methyl-2-((E)-propenyl)-benzoylamino]-indan-2-carboxylic acidHCID 25160800—
CatalystPalladiumHCID 23938—
Product5-Fluoro-2-(2-isobutyl-3-methyl-benzoylamino)-indan-2-carboxylic acidHCID 2516066978%

Reaction Steps

5-Fluoro-2-[3-methyl-2-((E)-propenyl)-benzoylamino]-indan-2-carboxylic acid (154) (270 mg, 0.76 mmol) is dissolved in absolute EtOH (15 mL) by heating. The resulting solution is cooled down to RT under argon and then is added the catalyst, Pd—C (5 wt. % Pd, 125 mg, 5.9% mmol). The resulting reaction mixture is moved to the Paar apparatus to run hydrogenation: 50 psi, 50° C., overnight. The catalyst is removed by filtration through a pre-column (10 g silica gel) and washed with EtOH. The combined organic solution is concentrated in vacuo. The residue is purified by HPLC to give a pure product (155) as white solid (210 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569535B2
Source datasetuspto-grants-2013_10
ORD IDord-81549fef3bc04928a16d129eaefd0dfb
Source noteuspto-grants-2013_10