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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32465Generated: October 29, 2026

3-Chloro-1H-indole-6-carboxylic acid → N-[(R)-2-(3-Chloro-1H-indole-6-carbonyl)amino-2-phenyl-ethyl]-N-(1-isopropylpiperidin-4-ylmethyl)carbamic acid 9H-fluoren-9-ylmethyl ester

https://huagongshe.com/reaction/32465

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-1H-indole-6-carboxylic acidHCID 15543042—
ReactantN-[(R)-2-amino-2-phenyl-ethyl]-N-(1-isopropylpiperidin-4-ylmethyl)carbamic acid 9H-fluoren-9-ylmethyl esterHCID 69310705—
ProductN-[(R)-2-(3-Chloro-1H-indole-6-carbonyl)amino-2-phenyl-ethyl]-N-(1-isopropylpiperidin-4-ylmethyl)carbamic acid 9H-fluoren-9-ylmethyl esterHCID 69307958—

Reaction Steps

Using coupling method A, crude N-[(R)-2-amino-2-phenyl-ethyl]-N-(1-isopropylpiperidin-4-ylmethyl)carbamic acid 9H-fluoren-9-ylmethyl ester (980 mg, 2.0 mmol) and 3-chloro-indole-6-carboxylic acid (462 mg, 2.4 mmol) afforded, after purification (SiO2: 0 to 30% isopropylamine in 1:1 hexane:EtOAc), 300 mg (23%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427632B2
Source datasetuspto-grants-2008_09
ORD IDord-376b01dfc6944e1d97570c003f0319c0
Source noteuspto-grants-2008_09