Triethylamine → 2-((2,5-Dichloropyrimidin-4-ylethynyl)phenyl)propanamide

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(2-ethynylphenyl)propanamide K7 (2.5 g, 14 mmol) and 2,4,5-trichloropyrimidine (2.2 mL, 19 mmol) in 1,4-dioxane (27 mL) and Et3N (8.1 mL, 58 mmol) containing CuI (0.055 g, 0.29 mmol) was added PdCl2(PPh3)2 (0.10 g, 0.14 mmol). The reaction mixture was heated at 60° C. for 2.5 hours under a nitrogen atmosphere. The solvent was removed in vacuo and the residue was diluted with 20% Et2O in cyclohexane. The precipitate was filtered, washed with water and dried in vacuo to give the title compound A29 as a light brown solid (4.52 g, 98%). LCMS-C: rt 5.10 min; m/z 320 [M+H]+.

Provenance & Evidence