Nitrogen → 2-[3-(2-Methyl-[1,3]dioxolan-2-yl)-benzyl]-4-nitro-2H-[1,2,3]triazole

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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 4-nitro-2H-[1,2,3]triazole (50 mg, 0.43 mmol) in DMF (1.0 mL) was treated with DIPEA (0.15 mL, 0.87 mmol). After 30 min, a solution of methanesulfonic acid 3-(2-methyl-[1,3]dioxolan-2-yl)-benzyl ester (106 mg, 0.52 mmol) in DMF (1.0 mL) was added and the reaction mixture was stirred for 3 days at 50° C. Water (10 mL), followed by EA (10 mL) were added. The aq. layer was extracted with EA (10 mL) and the combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (2:1 hept-EA) gave the title compound as a colorless oil: TLC:rf (1:2 hept-EA)=0.42. LC-MS-conditions 02: tR=0.99 min.

Provenance & Evidence