Ammonium Chloride → HCID 71272335, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-4-yl)ethanone oxime (538 mg, 1.02 mmol), Zn (651 mg, 10.2 mmol), and NH4Cl (541 mg, 10.2 mmol) in MeOH (20 mL) and HOAc (5 mL) was stirred at 80° C. for 16 h. The reaction mixture was filtered and the filtrate was concentrated in vacuo. To the residue was added an aqueous NH4OH (50 mL) and the resulting mixture extracted with DCM (50 mL×3). The combined extracts were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with DCM/MeOH/TEA (10:1:0.2) to afford 1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-4-yl)ethanamine (103) as a yellow solid (458 mg, yield, 90.1%). MS (ESI): m/z=246.1[M+1]+.

Provenance & Evidence