KOtBu THF → HCID 59471423, compound

Participants

Reaction Conditions

Reaction Steps

2.5 ml of 1M KOtBu THF solution was added to 20 mL of THF and the solution was cooled at −10° C. A solution of 3-(1-tert-butoxycarbonylmethyl-6-chloro-1H-pyrrolo[2,3-b]pyridin-2-yl)-propionic acid ethyl ester (0.73 g) in 4 mL of THF was added over 2 min. After stirring for 15 min at −10° C., 3 mL of 1 N HCL was added, followed by 10 mL brine. The mixture was extracted with 40 mL of EtOAc, dried over Na2SO4, filtered, and concentrated. The residue was dissolved in 30 mL of toluene and added 1 g of silica gel, and the resulting mixture was heated to reflux for 3 h. After cooling, the reaction mixture was filtered and concentrated. The residue was purified by silica gel chromatography eluted with 40% EtOAc/hexane to give 0.3 g of the title product as beige solid.

Provenance & Evidence