Hydrochloric Acid → HCID 136166851, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 3-fluoro-4′-[3-[hydroxyimino]-3-(2-methyl-pyridin-4-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid (example 112; 151 mg) in DME (2.5 mL) was added HCl in dioxane (4M, 0.8 mL) at rt. The reaction mixture was stirred at 50° C. for 4 hours, was concentrated and dissolved in ethyl acetate (5 mL) and a saturated aqueous solution of NaHCO3 (0.1 mL). A saturated aqueous solution of NH4Cl was added, the phases were separated and the inorganic one was extracted with EtOAc (2×). The combined organic phases were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to give 3-fluoro-4′-[3-[(E)-hydroxyimino]-3-(2-methyl-pyridin-4-yl)-1-o-tolyl-propyl]-biphenyl-4-carboxylic acid as a yellow solid, MS (ESI+): m/z=469.3 ([M+H]+).

Provenance & Evidence