Tributylphosphine → HCID 58237092, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-(1-methylethoxy)-5-{[5-(methylsulfonyl)pyridin-2-yl]oxy}-1H-indole-2-carboxamide (2.0 g), Lawesson's reagent (2.27 g) and tetrahydrofuran (70 mL) was stirred at 65° C. for 1 h. The mixture was concentrated in vacuo. Toluene and diisopropyl ether were added to the residue to give crystals. The crystals were collected by filtration and washed with toluene-diisopropyl ether to give yellow crystals. A mixture of the crystals, ethyl 2-butynoate (1.44 g), tributylphosphine (1.03 g) and tetrahydrofuran (100 mL) was stirred at 70° C. for 2 h, and then concentrated in vacuo. The residue was purified by silica gel chromatography (ethyl acetate:hexane=1:4 to 2:1, volume ratio) to give the title compound (1.18 g, 45%) as a yellow amorphous solid. MS 518 (MH+).

Provenance & Evidence