Nitrogen → (2-amino-5-ethylphenyl)[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]amine

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Reaction Steps

To a mixture of N-(5-ethenyl-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine D25 (416 mg, 1.26 mmol) and NH4HCO2 (792 mg, 12.6 mmol) in methanol (100 mL) was added, under a positive flow of N2, 10% Pd—C (200 mg, 0.189 mmol). The resulted mixture was stirred under room temperature for 1.5 hours and was then filtered through a celite pad. The filtrate was concentrated in vacuo. The residue was dissolved in dichloromethane (100 mL). The resulting solution was washed with saturated NaCl solution (2×100 mL), dried with Na2SO4, and concentrated in vacuo to yield the title compound (251 mg, 66% yield). MS (ESI): 304 [M+H]+.

Provenance & Evidence