Potassium Phosphate, Tribasic → HCID 66906357, compound

Participants

Reaction Conditions

Reaction Steps

A flask containing a solution of 2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1.40 g, 4.14 mmol) and 6-bromo-1-methyl-1H-indole-3-carboxylic acid methyl ester (1.22 g, 4.55 mmol) in toluene (50 mL) is evacuated and filled with N2 three times. Potassium phosphate (1.79 g, 8.27 mmol), Pd(OAc)2 (46 mg), and 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (S-Phos, 50 mg) are added. The mixture is stirred at 100° C. for 16 h and cooled to room temperature. The mixture is filtered through a pad of diatomaceous earth, and the filtrate is concentrated under reduced pressure. The residue is purified by silica gel chromatography eluting with 25% EtOAc/Hexanes to provide the title compound (0.71 g, 43%). MS m/z 400.3 (M+1).

Provenance & Evidence