Triethylamine → Tert-butyl 4-{4-[5-(5-tert-butyl-3-methanesulphinyl-2-methoxy-phenylcarbamoyl)-2-methyl-phenoxy]-pyridin-2-ylmethyl}-piperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

At ambient temperature 560 μl of a 50% solution of propanephosphoric acid cycloanhydride in ethyl acetate are added to a solution of 120 mg tert-butyl 4-[4-(5-carboxy-2-methyl-phenoxy)-pyridin-2-ylmethyl]-piperidine-1-carboxylate, mg 5-tert-butyl-3-methanesulphinyl-2-methoxy-aniline and 145 μl triethylamine in 4 ml of tetrahydrofuran. The solution is heated to 80° C. and stirred overnight at this temperature. Then the solution is evaporated to dryness and the residue is combined with saturated aqueous NaHCO3 solution and ethyl acetate. The organic phase is separated off and washed with water and saturated aqueous saline solution and dried (Na2SO4). The solvent is evaporated off, and the residue is chromatographed on silica gel with dichloromethane/10% methanolic ammonia solution (99:1→90:10) as eluant.

Provenance & Evidence