Triethylamine → HCID 58190359, compound

Participants

Reaction Conditions

Reaction Steps

A 250 mL pressure vessel was charged with (S)-4-(tert-butoxycarbonyl)-2-methylpiperazine (4.17 g, 21.84 mmol, Sigma-Aldrich, St. Louis, Mo.), 5-bromo-2-chloropyrimidine (4.22 g, 21.84 mmol, Combi-Blocks, San Diego, Calif.), triethylamine (6.09 mL, 43.7 mmol), and 50 mL of dioxane. The tube was sealed and heated at 110° C. for 24 h. The mixture was diluted with water (100 mL) and extracted with EtOAc (2×150 mL). The organics were dried (MgSO4) and concentrated to give an oil that was purified via column chromatography (120 g silica, 0 to 30% EA/Hex) to give tert-butyl (3S)-4-(5-bromo-2-pyrimidinyl)-3-methyl-1-piperazinecarboxylate (6.15 g) as a white solid.

Provenance & Evidence