Sodium hydride → (R)-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-ylmethyl 4-(4-chlorobenzyl)piperazine-1-carboxylate

Participants

Reaction Steps

To the solution of (R)-3-(2-chloro-4-nitroimidazol-1-yl)-2-hydroxy-2-methylpropyl 4-(4-chlorobenzyl)piperazine-1-carboxylate prepared in Example 90 (1.82 g, 3.85 mmol) in DMF (10 ml), sodium hydride (0.31 g, 7.70 mmol) was added followed by stirring for 1 hour with cooling on ice-bath. To the reaction mixture, ice-water was added, and the precipitates were filtered off and washed with isopropanol to afford (R)-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-ylmethyl 4-(4-chlorobenzyl)piperazine-1-carboxylate (0.46 g, yield 28%) as a light yellow solid.

Provenance & Evidence