Pyridine → HCID 69037844, compound

Participants

Reaction Steps

To a stirring suspension of 3-t-butyl-1-(3-nitrophenyl)-1H-pyrazol-5-amine hydrochloride (0.500 g, 1.685 mmol, 1.00 eq) and pyridine (0.412 ml, 5.05 mmol, 3.00 eq) in CH2Cl2 (17 ml) at 22° C. was added Troc-Cl (0.244 ml, 1.769 mmol, 1.05 eq). The reaction was stirred overnight at RT. The completed reaction was diluted with CH2Cl2 and washed with 3M HCl (2×). The combined aqueous were extracted with CH2Cl2 (1×). The combined organics were washed with H2O (2×), brine (1×), dried (Na2SO4), filtered ad evaporated. The crude product was purified by flash column chromatography (100% hexanes to 30% EtOAc/hexanes) to afford 2,2,2-trichloroethyl 3-t-butyl-1-(3-nitrophenyl)-1H-pyrazol-5-ylcarbamate (0.67 g, 91% yield) as an oil.

Provenance & Evidence