HCID 136360006, compound → HCID 136360009, compound

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Reaction Steps

5-{4-[3-[Hydroxyimino]-3-(2-methyl-pyridin-4-yl)-1-o-tolyl-propyl]-phenyl}-pent-4-ynoic acid as a mixture of E and Z isomers (4.2:1) (example 84; 50 mg) in methanol (2 mL) was hydrogenated in the presence of Pd (5% on carbon, 6 mg) at room temperature for 5 hours. The solution was filtered over decalite, the filter residue was washed with methanol, and the solution was evaporated. The crude product was purified by flash chromatography on silica gel (gradient CH2Cl2 to CH2Cl2/MeOH 1:1) to yield 5-{4-[3-[hydroxyimino]-3-(2-methyl-pyridin-4-yl)-1-o-tolyl-propyl]-phenyl}-pentanoic acid as a mixture of E and Z isomers (4.4:1) as a colorless oil, MS (ESI+): m/z=431.4 ([M+H]+).

Provenance & Evidence