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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047790Generated: November 1, 2026

5-Fluoro-2-[3-methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid → 5-Fluoro-2-(2-isobutyl-3-methyl-benzoylamino)-indan-2-carboxylic acid

https://huagongshe.com/reaction/1047790

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Fluoro-2-[3-methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acidHCID 25160799—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
Product5-Fluoro-2-(2-isobutyl-3-methyl-benzoylamino)-indan-2-carboxylic acidHCID 2516066986%

Reaction Steps

To a solution of 2-[3-methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid (149) (230 mg, 0.63 mmol) in acetic acid (10 mL) is added the catalyst, Pd—C (5 wt. % Pd, 134 mg, 6.3% mmol) under argon. The resulting reaction mixture is moved to the Paar apparatus to run hydrogenation: 55 psi, 95° 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 (150) as white solid (200 mg, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569535B2
Source datasetuspto-grants-2013_10
ORD IDord-020850a09fb74da2b65241d77c18bc5b
Source noteuspto-grants-2013_10