HCID 18629437, compound → Ammonium Hydroxide

Participants

Reaction Steps

To a solution of N-[1-(4-cyano-3-fluoro-phenyl)-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-2 ethylpropanesulfinamide (Example 1, Step I) (2.0 g, 6.02 mmol) in THF (20 mL) at 0° C. in an ice-H2O bath was added 4-fluorophenyl magnesium bromide (7 mL of a 2M solution in Et2O) over a 1 h period. Grignard reagent was added until the reaction mixture color remained dark brown/black. After 2 h the reaction mixture was diluted with CH2Cl2 and aqueous saturated NaHCO3 solution, layers separated, the aqueous layer washed with CH2Cl2 (2×), the organics combined, and dried (MgSO4). Filtration and concentration in vacuo gave the title compound after chromatography (SiO2, 1-5 MeOH/CH2Cl2 with NH4OH). MS(M+1) 428.

Provenance & Evidence