N,N'-Dimethylethylenediamine → HCID 58829446, compound

Participants

Role	Name	HCID	Charge
Reactant	N,N'-Dimethylethylenediamine	HCID 8070	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	2-Pyrrolidone	HCID 12025	—
Reactant	3-Bromo-5-(trifluoromethyl)aniline	HCID 2735880	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Toluene	HCID 1140	—
Product	HCID 58829446	HCID 58829446	—

Reaction Conditions

Temperature	85 °C

Reaction Steps

Into a 16 by 100 mm vial sparged with argon was added 3-amino-5-bromobenzotrifluoride (1 g, 4.16 mmol), 2-pyrrolidinone (425 mg, 5 mmol), N,N′-dimethylethylenediamine (37 mg, 0.416 mmol), potassium carbonate (1.15 g, 8.33 mmol), copper(1)iodide (80 mg, 0.416 mmol), and toluene (1 mL). Vial capped, heated with stirring at 85° C. for 24 h. Reaction cooled to RT, solvent removed under reduced pressure, reconstituted in DCM and filtered through silica. Affords a gray solid. MS m/z=245 [M+H]+. Calc'd for C11H11F3N2O: 244.2

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07435823B2
Source dataset	uspto-grants-2008_10
ORD ID	ord-ce3fb6620f15460c9a8770d00fba3248
Source note	uspto-grants-2008_10