Triethylamine → [4-(3-Amino-phenyl)-piperidin-1-yl]-(2,6-dichloro-phenyl)-methanone

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	2,6-Dichlorobenzoyl chloride	HCID 78392	—
Reactant	Benzenamine, 3-(4-piperidinyl)-, hydrochloride (1:?)	HCID 23103412	—
Solvent	Dichloromethane	HCID 6344	—
Product	[4-(3-Amino-phenyl)-piperidin-1-yl]-(2,6-dichloro-phenyl)-methanone	HCID 23103400	46.9%

Reaction Conditions

Temperature	0 °C

Reaction Steps

To an ice-cooled solution of 4-(3-aminophenyl)-piperidine hydrochloride (250.2 mg, 1.0 mmol) and triethylamine (1 mL) in dichloromethane (6 mL) is added 2,6-dichlorobenzoic chloride (0.15 mL, 1.0 mmol). The reaction mixture is stirred at 0° C. for 6 hours. After removal of solvent, the residue is purified on a silica gel chromatography with ethyl acetate-hexanes to provide a white solid (163.9 mg, 46.9% yield, ES+(m/z) 349.1 [M+H]).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07767674B2
Source dataset	uspto-grants-2010_08
ORD ID	ord-e03e022da06247ffab33a5b81591c54f
Source note	uspto-grants-2010_08