Benzimidazole → N-[(5S)-3-(3-Fluoro-4-(4-benzimidazol-1-ylmethylimidazol-1-yl)phenyl)-2-oxooxazolidin-5-ylmethyl]acetamide

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Reaction Steps

N-[(5S)-3-(3-Fluoro-4-(4-hydroxymethylimidazol-1-yl)phenyl)-2-oxooxazolidin-5-yl-methyl]acetamide (104 mg, 0.3 mM) and benzimidazole (71 mg, 0.6 mM) were suspended in dry acetonitrile (6 ml) under argon, and NAN-dimethylformamide dineopentyl acetal (208 mg, 0.9 mM) added. The mixture was refluxed for 8 hours. Solvent was evaporated, and the residue dissolved in dichloromethane and chrornatographed on a 10 g silica Mega Bond Elut® column, eluting with a gradient increasing in polarity from 0 to 20% methanol in dichnoromethane. Relevant fractions were combined and evaporated to give the title product (50 mg).

Provenance & Evidence