(R)-(+)-3-Chlorostyrene oxide → 4-(4-[2-[(2R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-ethyl}-phenylamino)-piperidine-1-carboxylic acid octylamide

Participants

Role	Name	HCID	Charge
Reactant	(R)-(+)-3-Chlorostyrene oxide	HCID 10898919	—
Reactant	4-[4-(2-Aminoethyl)anilino]-N-octyl-1-piperidinecarboxamide	HCID 18173662	—
Solvent	Chloroform methanol	HCID 21584188	—
Product	4-(4-[2-[(2R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-ethyl}-phenylamino)-piperidine-1-carboxylic acid octylamide	HCID 10186687	16.1%

Reaction Steps

4-[4-(2-Aminoethyl)anilino]-N-octyl-1-piperidinecarboxamide (0.50 g, 1.18 mmol) was reacted with (2R)-2-(3-chlorophenyl)oxirane (0.183 g, 1.18 mmol) according to Procedure G (eluant: 20:1 chloroform-methanol) to give the title compound (0.063 g, 0.19 mmol).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06605618B2
Source dataset	uspto-grants-2003_08
ORD ID	ord-e2fd099d977e4c8f879121edb2c9a30c
Source note	uspto-grants-2003_08