Diisopropylethylamine → (5R)-3-(5-Bromopyrid-2-yl)-5-[(4-methyl-1H-1,2,3-triazol-1-yl)methyl]-1,3-oxazolidin-2-one

Participants

Reaction Steps

(5S)-5-(Aminomethyl)-3-(5-bromopyrid-2-yl)-1,3-oxazolidin-2-one (4.54 g, 16.7 mM) was dissolved in methanol (100 ml). Diisopropylethylamine (5.86 g, 20.9 mM) was added and the reaction was cooled to 0° in an ice bath. Toluenesulfonic acid 2-(2,2-dichloro-1-methylethylidene)hydrazide (5.86 g, 20.9 mM) was added to give an orange solution. The reaction was stirred overnight while slowly warming to room temperature. The desired product precipitated as a yellow solid (4.10 g) and was filtered.

Provenance & Evidence