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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32421Generated: October 29, 2026

Triethylamine → 3-Chloro-N-[(R)-1-phenyl-2-[1-(4-pyridinyl)piperidin-4-yl-methoxy]ethyl]-1H-indole-6-carboxamide

https://huagongshe.com/reaction/32421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chloropyridine hydrochlorideHCID 81852—
ReactantHCID 9866338HCID 9866338—
SolventEthanolHCID 702—
Product3-Chloro-N-[(R)-1-phenyl-2-[1-(4-pyridinyl)piperidin-4-yl-methoxy]ethyl]-1H-indole-6-carboxamideHCID 69307980—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a suspension of 3-chloro-N-[(R)-1-phenyl-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide (1.0 g, 2.2 mmol) in 20 mL of EtOH was added triethylamine (1.56 mL, 11 mmol) and 4-chloropyridine hydrochloride (336 mg, 2.2 mmol). Heating the mixture at 120° C. in a sealed tube afforded, after purification (SiO2: 8:2:1 hexane:EtOAc:isopropylamine), 185 mg (16%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427632B2
Source datasetuspto-grants-2008_09
ORD IDord-4c8b2e4d15ba461490dc21ab370042a8
Source noteuspto-grants-2008_09