Potassium Iodide → 4-(3-Dimethylamino-propane-1-sulfonyl)-piperazine-1-carboxylic acid tert-butyl ester

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Reaction Steps

A mixture of 4-(3-chloro-propane-1-sulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (152.6 mg, 0.47 mmol), dimethylamine hydrochloride (403.5 mg, 4.95 mmol, 10.6 eq.), potassium carbonate (72.7 mg, 0.53 mmol, 1.13 eq.) and triethylamine (690 μL, 4.95 mmol, 10.6 eq) in acetonitrile (10 mL) plus a catalytic amount of potassium iodide was heated at 80° C. in a sealed tube overnight. The solvent was then removed in vacuo. The residue diluted with water and extracted with CH2Cl2 (3×20 mL). The combined fractions were dried (Na2SO4) to yield 4-(3-dimethylamino-propane-1-sulfonyl)-piperazine-1-carboxylic acid tert-butyl ester as an orange solid (176 mg).

Provenance & Evidence