Tetrahydrofuran → N-[(4-cyano-3-fluoro-phenyl)-(3-methyl-3H-imidazol-4-yl)-methylene]-2-methylpropanesulfinamide

Participants

Reaction Conditions

Reaction Steps

2-Fluoro-4-(3-methyl-3H-imidazole-4-carbonyl)-benzonitrile (as described in Example 24A, Step C) (2.56 g, 11.2 mmol), titanium(IV) ethoxide (7.02 mL, 33.5 mmol) and commercially available (R)-(+)-2-methyl-2-propanesulfinamide (1.35 g, 11.17 mmol) were dissolved in anhydrous THF (100 mL) and heated at 75° C. for 7 days. The solution was cooled, diluted with brine (100 mL), filtered through a celite pad and washed generously with EtOAc and H2O. The filtrate was separated, dried (MgSO4), and purified using SiO2 chromatography (0-3% MeOH/CH2Cl2) to give the title compound.

Provenance & Evidence