1H-1,2,4-Triazole → HCID 11229236, compound

https://huagongshe.com/reaction/720262

Participants

Role	Name	HCID	Charge
Reactant	1H-1,2,4-Triazole	HCID 9257	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	(S)-1-(3-bromophenyl)ethanamine	HCID 9952938	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	HCID 11229236	HCID 11229236	36%

Reaction Conditions

Temperature	195 °C

Reaction Steps

To a solution of (S)-1-(3-bromo-phenyl)-ethylamine (1.5 g, 7.5 mmol) and 1,2,4-triazole (1.04 g, 15 mmol) in N-methylpyrrolidinone (10 mL) in a quartz tube were added potassium carbonate (2.1 g, 15 mmol) and copper (1) iodide (143 mg, 0.75 mmol). The reaction mixture was heated at 195° C. for 5 h in a Mars 5 microwave oven (600 W), cooled down to room temperature and filtered. The crude product was purified by flash chromatography (10% MeOH/89% EtOAC/1% triethylamine) to provide the title compound (504 mg, 36% yield) as a brown oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07135472B2
Source dataset	uspto-grants-2006_11
ORD ID	ord-82886181818f474ba7d39448cc9df63b
Source note	uspto-grants-2006_11