Sodium borohydride → HCID 86680159, compound

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Reaction Steps

In the preparation of 511, 2,2,2-trifluoro-N-[(4R)-5-formyl-1-(2-methyl-4-nitro-pyrazol-3-yl)azepan-4-yl]acetamide (192 mg, 0.53 mmol) was dissolved in methanol (5 mL) and cooled in an ice bath. Sodium borohydride (41 mg, 1.06 mmol) was added, allowed to warm to room temperature, and stirred for 40 min. The reaction was quenched with sat. NaHCO3 and extracted with EA 3×. The combined organic layers were concentrated and the residue was purified via silica gel column chromatography (0-100% EA/heptane) to give 2,2,2-trifluoro-N-[(4R)-5-(hydroxymethyl)-1-(2-methyl-4-nitro-pyrazol-3-yl)azepan-4-yl]acetamide (120 mg, 62%).

Provenance & Evidence