HCID 118318780, compound → HCID 124022251, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (S)-ethyl 2-(2-(((2-allylbenzyl)oxy)methyl)-7-(4-(allyloxy)-4-methylpiperidin-1-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate (0.059 g, 0.098 mmol) and Copper(I) iodide (0.019 g, 0.098 mmol) in DCE (70.0 ml) was heated to 70° C. Added to this was Hoveyda-Grubbs Catalyst 2nd generation (0.012 g, 19.6 μmol) and the mixture was stirred at 70° C. for two hours then cooled to room temperature overnight. The mixture was concentrated and purified by flash chromatography (Biotage; 0%-50% EtOAc/hexane; 20 CV) to give the title compound (0.0429 g, 0.074 mmol, 76% yield) as a mixture of cis/trans isomers. LCMS (M+H) calcd for C33H45N4O5: 577.33. found: 577.2.

Provenance & Evidence