2-nitro-N-({4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-Pyran-4-yl}methyl)aniline → N-({4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-yl}methyl)benzene-1,2-diamine

Participants

Reaction Steps

A solution of 2-nitro-N-({4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-yl}methyl)aniline (570 mg, 1.3 mmol) in ethanol (40 mL) was hydrogenated for 5 hours at room temperature at 50 psi in the presence of 10% Pd/C (60 mg, 10% w/w). The reaction mixture was filtered over Arbocel® and rinsed with ethanol. The filtrate was concentrated in vacuo to give the title compound as a gum, used without further purification (500 mg, 94%). HRMS ESI+ m/z 410.2791 [MH]+.

Provenance & Evidence