Tert-Butylamine → tert-Butyl 4-((4-(tert-butylcarbamoyl)thiazol-2-yl)methyl)piperazine-1-carboxylate

Participants

Reaction Steps

To a solution of sodium 2-((4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)-thiazole-4-carboxylate (3.596 g, 10.29 mmol), tert butylamine (0.753 g, 10.29 mmol, 1.082 mL) and triethylamine (3.12 g, 30.9 mmol, 4.29 mL) in dichloromethane (50 mL) was added 1-propanephosphonic acid cyclic anhydride (13.10 g, 20.58 mmol, 12.25 mL, 50% solution in ethyl acetate. The reaction was concentrated under reduced pressure and the residue was taken up in ethyl acetate, washed with sodium bicarbonate (×3) and brine. The organic phase was concentrated under reduced pressure to afford the title compound (2.10 g). MS (ESI) m/z 283.5 [M+H]+

Provenance & Evidence