Ammonium Chloride → HCID 53239212, compound

Participants

Reaction Steps

To a solution of 1-{2-[5-(2-Amino-pyrimidin-5-yl)-1-tert-butyl-1H-benzoimidazol-2-yl]-4-cyano-phenyl}-1H-[1,2,4]triazole-3-carboxylic acid methyl ester (example 64) (100 mg, 0.2 mmol) in dry THF (10 mL) is added Diisobutyl aluminium hydride (DIBALH) (1 M THF solution) (0.4 mL, 0.4 mmol) at 0° C. under nitrogen atmosphere. The solution is warmed to room temperature for 24 hours. Sat. NH4Cl solution (10 mL) is added and the mixture is extracted with EtOAc (3×10 mL). The combined organic layer is dried with Mg2SO4 (500 mg) and is filtered. The filtrate is concentrated and the residue is purified by silica gel flash column chromatography with 10% MeOH in CH2Cl2 as the eluent to afford the title compound (29 mg, 26%). LCMS (ESMS): m/z 536.40 (M++1)

Provenance & Evidence