N,N-Dimethylpropargylamine → HCID 89656225, compound

Participants

Role	Name	HCID	Charge
Reactant	N,N-Dimethylpropargylamine	HCID 81643	—
Reactant	Methanone, (6-chloro-3-pyridinyl)(4-methoxyphenyl)-	HCID 11413955	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Catalyst	HCID 178418476	HCID 178418476	—
Solvent	Triethylamine	HCID 8471	—
Product	HCID 89656225	HCID 89656225	80.2%

Reaction Conditions

Temperature	80 °C

Reaction Steps

A 25 ml Schlenk flask was charged with (6-chloropyridin-3-yl)(4-methoxy-phenyl)methanone (124 mg, 0.5 mmol), Pd(PPh3)2Cl2 (18 mg, 0.0 25 mmol), CuI (10 mg, 0.05 mmol), Et3N (10 mL), and N,N-dimethylpropargylamine (83 mg, 1.0 mmol). The flask was flushed with argon three times and the mixture was stirred at 80° C. for 24 h. The solvent was evaporated under vacuum and the residue was purified by column chromatography to give the product (118 mg, 80% yield).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09309211B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-0aa128dec8d64ad0b3aab15b7d3c244a
Source note	uspto-grants-2016_04