Sodium hydride → ethyl 2-[1-(4-nitrobenzyl)-1H-indazol-3-yl]acetate

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Reaction Steps

Ethyl 2-(1H-indazol-3-yl)acetate (408 mg, 2.0 mmol) was dissolved in N,N-dimethylformamide (20 mL), 60% sodium hydride (96 mg, 2.4 mmol) was added, and stirred at room temperature for half an hour. Then p-nitro benzyl bromide (475 mg, 2.2 mmol) was added, and reacted for 1 hour. Then, the reaction solution was poured into ice water and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, concentrated, chromatographed on a silica gel column (petroleum ether:ethyl acetate=2:1) to obtain a yellow solid 354 mg, at a yield of 52.1%.

Provenance & Evidence