ethyl 2-bromo-5-((4-chlorophenyl)(hydroxy)methyl)-1-isopropyl-1H-imidazole-4-carboxylate → 2-Bromo-5-[(5-chloro-2-oxo-1,2-dihydro-pyridin-3-ylamino)-(4-chloro-phenyl)-methyl]-1-isopropyl-1H-imidazole-4-carboxylic acid ethyl ester

Participants

Reaction Steps

The title compound was prepared in analogy to the procedure described for step E2 but using intermediate B and 3-amino-5-chloropyridin-2-ol. The reaction mixture was quenched with a saturated aqueous NaHCO3 solution and extracted with EtOAc. The organic layer was washed with a saturated aqueous NaHCO3 solution, dried (Na2SO4), filtered and concentrated. The product was purified by flash chromatography (CH2Cl2/MeOH, 99:1→97:3). tR: 1.15-1.18 min (LC-MS 2); ESI-MS: 527.1/529.1/531.1 [M+H]+ (LC-MS 2); Rf: 0.41 (CH2Cl2/MeOH 9:1).

Provenance & Evidence