Phosgene → HCID 44553393, compound

Participants

Reaction Conditions

Reaction Steps

To 4-{5-[(4-chlorophenyl)thio]-1-methyl-2-pyridin-2-yl-1H-imidazol-4-yl}benzohydrazide (Step 1 of Example 48, 120 mg, 0.27 mmol) in THF (1 mL) was added phosgene (PhMe solution, 0.55 mmol) at −78° C. After stirring at −78° C. for 60 min, the reaction was quenched with aq NaHCO3 and the product was extracted with EtOAc. The combined extracts were washed with water, brine, dried over MgSO4, filtered, and concentrated. The residue was re-crystallized in MeCN/MeOH to afford the title compound. 1H NMR (500 MHz, (CDCl3): 8.68 (d, 1H), 8.42 (broad d, 1H), 8.28 (d, 2H), 7.91 (d, 2H), 7.89 (m, 1H), 7.37 (m, 1H), 7.27 (d, 2H), 7.06 (d, 2H), 4.17 (s, 3H). LCMS: m/z 462 (M+H)+.

Provenance & Evidence