Dimethylformamide → HCID 178432880, compound

Participants

Reaction Steps

A solution of N-({5-bromo-4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-4-chloro-2-methyl-1H-imidazole-5-carboxamide (70 mg, 0.131 mmol), zinc cyanide (7.72 mg, 0.066 mmol) and tetrakis(triphenylphosphine)palladium(0) (30.4 mg, 0.026 mmol) in DMF (1.5 ml) was irradiated for 35 minutes at 130° C. in a microwave reactor. The reaction mixture was purified via reverse phase HPLC to give 4-chloro-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-5-cyano-2-fluorophenyl}methyl)-2-methyl-1H-imidazole-5-carboxamide trifluoroacetate (5.8 mg, 9.79 μmol, 7% yield) as the TFA salt. 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.79 (d, 1H), 7.58 (s, 1H), 7.37 (s, 1H), 7.32 (s, 1H), 4.62 (s, 2H), 2.33 (s, 3H). LC-MS (ES+) m/z 477.95, [M+H].

Provenance & Evidence