2-Bromoethyl methyl ether → 3-[4-fluoro-3-(2-methoxy-ethoxy)-phenyl]-1-trityl-5-nitro-1H-indazole

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Reaction Steps

To a stirred mixture of 3-(4-fluoro-3-hydroxyphenyl)-5-nitro-1-trityl-1H-indazole 7AU (2 g, 3.88 mmol) in DMF (25 mL) was added CsCO3 1.9 g, 5.82 mmol) and bromoethylmethyl ether (474 μL, 5.04 mmol). The resulting mixture was stirred at rt for overnight then diluted with EtOAc (300 mL), which was washed with brine, dried (MgSO4) and concentrated. Chromatograph on silica gel (2:1, hexanes/EtOAc) gave 3-[4-fluoro-3-(2-methoxy-ethoxy)-phenyl]-1-trityl-5-nitro-1H-indazole 8AU (1.8 g) as a yellow solid.

Provenance & Evidence