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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267484Generated: October 29, 2026

5-Phenyl-3-[1-(phenylmethyl)-1,2,3,6-tetrahydro-4-pyridinyl]-1H-indole-7-carboxamide → 5-Phenyl-3-(4-piperidinyl)-1H-indole-7-carboxamide

https://huagongshe.com/reaction/2267484

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Phenyl-3-[1-(phenylmethyl)-1,2,3,6-tetrahydro-4-pyridinyl]-1H-indole-7-carboxamideHCID 11452541—
ReactantHCID 178418361HCID 178418361—
CatalystPalladium hydroxideHCID 9942167—
SolventAcetic AcidHCID 176—
SolventEthanolHCID 702—
Product5-Phenyl-3-(4-piperidinyl)-1H-indole-7-carboxamideHCID 1142716270%

Reaction Steps

To the solution of 5-Phenyl-3-[1-(phenylmethyl)-1,2,3,6-tetrahydro-4-pyridinyl]-1H-indole-7-carboxamide (2.66 g, 6.5 mmol) in ethanol (150 mL) and acetic acid (3 mL) was added Pd(OH)2 (20% by weight on carbon) (0.8 g,) at ambient temperature. The solution was stirred under 1 atm of hydrogen for 2 days. The reaction mixture was then filtered through Celite, neutralized with 5% sodium hydroxide solution, and extracted with ethyl acetate. The solvent was removed under reduced pressure to yield the desired product (1.45 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858796B2
Source datasetuspto-grants-2010_12
ORD IDord-42ef280131644c6595fe4d34603f1261
Source noteuspto-grants-2010_12