cis-1-Ethoxy-2-(tri-n-butylstannyl)ethylene → [2-Chloro-5-((Z)-2-ethoxy-vinyl)-pyrimidin-4-yl]-(1-ethylpropyl)-amine

Participants

Reaction Conditions

Reaction Steps

To a solution of tributyl-((Z)-2-ethoxy-vinyl)-stannane (4.25 g, 8.8 mmol) in CH3CN (10 mL) is added (5-bromo-2-chloro-pyrimidin-4-yl)-(1-ethyl-propyl)-amine (2.25 g, 8 mmol), Et4NCl (1.33 g, 8 mmol) and Pd(PPh3)2Cl2 (280 mg, 0.4 mmol) at ambient temperature. The reaction mixture is purged with N2, sealed in a microwave reactor and heated at 100° C. for 20 min. After cooling to room temperature, the mixture is concentrated in vacuo and the residue is purified by flash chromatography (SiO2, EtOAc/hexane 5:95 to 40:60) to give [2-Chloro-5-((Z)-2-ethoxy-vinyl)-pyrimidin-4-yl]-(1-ethyl-propyl)-amine.

Provenance & Evidence