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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32410Generated: October 25, 2026

3-Chloro-1H-indole-6-carboxylic acid → 4-{(R)-2-[(3-Chloro-1H-indole-6-carbonyl)amino]-2-(butyl)-ethoxymethyl}piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/32410

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-1H-indole-6-carboxylic acidHCID 15543042—
Reactant4-[(R)-2-Amino-2-(butyl)ethoxymethyl]piperidine-1-carboxylic acid tert-butyl esterHCID 69309660—
Product4-{(R)-2-[(3-Chloro-1H-indole-6-carbonyl)amino]-2-(butyl)-ethoxymethyl}piperidine-1-carboxylic acid tert-butyl esterHCID 69307900—

Reaction Steps

Using coupling method A, 4-[(R)-2-amino-2-(butyl)-ethoxymethyl]piperidine-1-carboxylic acid tert-butyl ester (195 mg, 0.62 mmol) and 3-chloroindole-6-carboxylic acid (133 mg, 0.68 mmol) afforded, after purification (SiO2: 40% EtOAc in hexane), 90 mg (29%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427632B2
Source datasetuspto-grants-2008_09
ORD IDord-049c041b61f54e4ea5a022a8e7cf3e8d
Source noteuspto-grants-2008_09