Sodium hydride → Methyl 3-benzyloxy-5-(4-fluorobenzyl)-4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate

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Reaction Steps

To a solution of methyl 3-benzyloxy-4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate (50 mg, 0.17 mmol) in anhydrous DMF at 0° C. was added NaH (6 mg, 0.25 mmol, 95% dispersion in oil). Once gas evolution had ceased, the mixture was treated with 4-fluorobenzyl bromide (31 μL, 0.25 mmol) and was stirred for 2 hours. The reaction was quenched by the addition of a few drops of water. Purification by reverse phase chromatography on a C-18 column using a gradient elution of 95-5% H2O (0.1% TFA)/CH3CN (0.1% TFA) and collection and concentration of the appropriate fractions afforded the title product. ES MS (M+1)=410.

Provenance & Evidence