Triethylamine → HCID 86650346, compound

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Reaction Steps

A solution of 3-(4-bromophenyl)-1-(4-methoxyphenyl)-1H-pyrazole-4-carboxylic acid 65 (0.30 g, 0.804 mmol), hydroxylamine hydrochloride (0.112 g, 1.608 mmol), BOP (0.427 g, 0.965 mmol) and triethylamine (0.336 mLs, 2.412 mmol) in pyridine (10 mLs) was stirred at room temperature for 2 h. All solvents were then removed under reduced pressure, and the residue diluted with brine and aq. HCl until pH=1. Following extraction with EtOAc, the combined organic extracts were dried with anhydrous Na2SO4, filtered, and concentrated. The residue was purified by column chromatography on silica gel using 50-100% EtOAc/hexanes as the eluent to afford title compound 66 (10 mgs, 3% yield) as a light orange solid.

Provenance & Evidence