Cesium carbonate → Methyl 2-tert-Butyl-4-((2-((tert-butyldimethylsilyloxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamino)methyl)thiazole-5-carboxylate

Participants

Reaction Conditions

Reaction Steps

A suspension of 125a (1 g, 3.4 mmol), 2-((tert-butyldimethylsilyloxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (125b) (1.1 g, 3.1 mmol) and cesium carbonate (1.3 g, 4.1 mmol) in acetonitrile (30 mL) was stirred at 45° C. overnight. The reaction mixture was filtered and the filtrate was concentrated at reduced pressure. The residue was purified on silica gel eluting with 0 to 1% EtOAc in petroleum ether to afford 125c as yellow oil (1.1 g, 56%). LCMS: (M+H)+ 575.

Provenance & Evidence