Diisopropylethylamine → HCID 90327362, compound

Participants

Reaction Steps

A solution of (5)-tert-butyl 3-(3-bromophenyl)-1-((4-methoxyphenyl)(methyl)amino)-1-oxopropan-2-ylcarbamate (464 mg, 1.0 mmol), potassium ethanethioate (171.3 mg, 1.5 mmol), tris(dibenzylideneacetone)dipalladium(0) (46 mg, 0.05 mmol), xantphos (58 mg, 0.1 mmol) and DIPEA (0.35 ml, 2 mmol) in 1,4-dioxane (4 ml) was heated at 150° C. for 20 minutes in a microwave reactor. The mixture was filtered through celite and the celite was washed with EtOAc (2×50 ml). The organic layer was dried with Na2SO4, filtered and concentrated. The crude product was introduced to a silica gel loading column and purified by column chromatography (20-45% EtOAc/hexanes) to provide the desired product (300 mg, 0.65 mmol), 65%. MS (m/z) 459 [M+H]+.

Provenance & Evidence