Nitrogen → HCID 67958661, compound

Participants

Reaction Conditions

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-(2-(chloromethyl)oxazol-4-yl)propan-2-ol (1.32 g, 7.51 mmol) in DMF (22.0 mL) was added to a solution of 4-nitro-2H-[1,2,3]triazole (T. E. Eagles et al. Organic preparations and procedures 2 (2), 117-119, 1970; P. N. Neuman J. Heterocycl. Chem. 8, 51-56, 1971) (12.84 g of a 8% solution in DMF, 9.01 mmol) in DMF (22.0 mL) pre-treated for 30 min with DIPEA (2.57 mL, 15.01 mmol) and the reaction mixture was stirred overnight at 50° C. Water (60 mL), followed by EA (60 mL) were added. The layers were separated and the org. layer was washed with water (3×60 mL), dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (4:6 hept-EA) gave the title compound as an orange oil: TLC: rf (4:6 hept-EA)=0.30. LC-MS-conditions 06: tR=0.55 min.

Provenance & Evidence