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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18163Generated: October 30, 2026

4-[2-Carbamoyl-1-(3-fluoro-benzyl)-1H-indol-4-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester → 4-[2-carbamoyl-1-(3-fluoro-benzyl)-1H-indol-4-yl]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/18163

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[2-Carbamoyl-1-(3-fluoro-benzyl)-1H-indol-4-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl esterHCID 68584593—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product4-[2-carbamoyl-1-(3-fluoro-benzyl)-1H-indol-4-yl]-piperidine-1-carboxylic acid tert-butyl esterHCID 6858598448.1%

Reaction Steps

4-[2-Carbamoyl-1-(3-fluoro-benzyl)-1H-indol-4-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (156 mg, 0.35 mmol) in EtOH (20 ml) was added to a Parr vessel containing catalytic amount of 5% Pd on carbon. The vessel was purged with H2 at the pressure of 50 psi (3.45 bar). After shaking overnight, the reaction mixture was filtered through Celite and concentrated. The brown residue was purified by flash chromatography to give 4-[2-carbamoyl-1-(3-fluoro-benzyl)-1H-indol-4-yl]-piperidine-1-carboxylic acid tert-butyl ester as yellow solid (76 mg, 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741326B2
Source datasetuspto-grants-2010_06
ORD IDord-fe8e3ab991134d0ebb273f0706bbddff
Source noteuspto-grants-2010_06