Trifluoroacetic acid → HCID 58497179, compound

Participants

Reaction Steps

To the solution of Step 2 product (200 mg, 0.528 mmol) in CH2Cl2 (0.5 ml) was added TFA (3 ml) and NIS (238 mg, 1.06 mmol) at rt, and then reaction mixture was heated to reflux overnight. Reaction mixture was cooled to rt and concentrated. To the residue was added CH2Cl2, quenched with NaHCO3 (aq), washed with aq Na2S2O3, water and brine. Dried over Na2SO4, filtered and concentrated. Separated by prep TLC (hex:EtOAc=1:1) to give 5-[(4-chlorophenyl)sulfanyl]-2-iodo-1-methyl-4-[4-(methylsulfonyl)phenyl]-1H-imidazole as light yellow solid (180 mg). LCMS: [M+1]+=505.0 Human FAAH lysate assay: IC50=15.6 nM.

Provenance & Evidence