HCID 67099310, compound → HCID 67099651, compound

Participants

Reaction Conditions

Reaction Steps

1,1-Dimethylethyl N-((6-bromo-4-hydroxy-1,1-dimethyl-2-oxo-naphthalene-3-yl)carbonyl)glycinate (297 mg, 700 μmol, prepared in Example 40A-D), dppf (155 mg, 280 μmol), tris(dibenzylideneacetone)dipalladium (64.1 mg, 70.0 μmol), copper cyanide (251 mg, 2800 μmol), and tetraethylammonium cyanide (120 mg, 770 μmol) were mixed in dioxane (6 mL) in a microwave tube under a nitrogen atmosphere. The reaction mixture was then stirred at 75° C. for 5.5 hours. The reaction mixture was returned to room temperature, fused to silica gel, and purified by silica flash chromatography (0-100% DCM/hexane) to give the desired ester as an off-white solid (127 mg). MS (m/e)=315.1 (M+H-tBu)+.

Provenance & Evidence