Diisopropylethylamine → HCID 67258893, compound

Participants

Reaction Steps

To a suspension of (3R,4R)-3-(3-ethoxy-4-methoxyphenyl)tetrahydro-2H-thiopyran-4-amine hydrochloride (1.82 g; compound C13), 3-(methoxycarbonyl)benzoic acid (1.08 g) and HBTU (2.50 g) in DCM (50 ml) is added DIPEA (4.2 ml) and the mixture is stirred for 1 h at RT. A saturated aqueous solution of sodium hydrogen carbonate (30 ml) is added, the organic phase is separated and dried over sodium sulfate. After filtration the solvent is removed in vacuo and the resulting residue is purified by flash column chromatography [silica gel, eluation gradient: DCM/MeOH, 100/0 to 95/5 (v/v)] to give the title compound as a solid.

Provenance & Evidence