Cl[CH2:2][C:3]1[CH:17]=[CH:16][C:6]2[N:7]([CH:12]3[CH2:15][CH2:14][CH2:13]3)[C:8](=[O:11])[N:9]([CH3:10])[C:5]=2[CH:4]=1.[C-:18]#[N:19].[Na+]>CS(C)=O.O>[CH:12]1([N:7]2[C:6]3[CH:16]=[CH:17][C:3]([CH2:2][C:18]#[N:19])=[CH:4][C:5]=3[N:9]([CH3:10])[C:8]2=[O:11])[CH2:15][CH2:14][CH2:13]1To a solution of 5-Chloromethyl-1-cyclobutyl-3-methyl-1,3-dihydro-benzoimidazol-2-one (11.92 g, 47.5 mmol) in methyl sulfoxide (50 mL) was added sodium cyanide (6.6 g). The reaction was heated to 90° C. for 2 hours then was cooled, diluted with water and extracted into ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and concentrated to give (1-Cyclobutyl-3-methyl-2-oxo-2,3-dihydro-1H-benzoimidazol-5-yl)-acetonitrile (11.5 g).
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