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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651072Generated: October 26, 2026

Dicyclohexylcarbodiimide → (S)-N-(a-ethylbenzyl)-3-[2-(3-pyridylacetyl)aminoethoxy]-2-phenylquinoline-4-carboxamide

https://huagongshe.com/reaction/651072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Pyridineacetic acid, hydrochloride (1:1)HCID 2723724—
Reactant(S)-N-(alpha-ethylbenzyl)-3-(2-aminoethoxy)-2-phenylquinoline-4-carboxamideHCID 10764865—
ProductDiisopropyl EtherHCID 7914—
Product(S)-N-(a-ethylbenzyl)-3-[2-(3-pyridylacetyl)aminoethoxy]-2-phenylquinoline-4-carboxamideHCID 70248862116.3%

Reaction Steps

Prepared as described in Example 26 from 0.41 g (2.4 mmol) of 3-pyridylacetic acid hydrochloride, 1.0 g (2.4 mmol) of (S)-N-(α-ethylbenzyl)-3-(2-aminoethoxy)-2-phenylquinoline-4-carboxamide (compound of Description 4), 0.33 ml (2.4 mmol) of TEA, 0.64 g (4.7 mmol) of HOBT and 0.58 g (2.8 mmol) of DCC. The work up and the purification of the reaction mixture were conducted as described in Example 26. After trituration with i-Pr2O, 0.76 g of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06277862B1
Source datasetuspto-grants-2001_08
ORD IDord-f4f5199f94874add8aaa04361e31db50
Source noteuspto-grants-2001_08