Potassium Sodium Tartrate → HCID 86707769, compound

Participants

Reaction Steps

To the stirred solution of trimethylaluminium (2M in toluene) (0.87 ml, 1.74 mmol) was added drop wise the solution of 3-chloro-4-fluoroaniline (0.267 g, 1.80 mmol) and toluene (2.0 ml) at 0° C. and then the temperature was raised to rt. The mixture was concentrated. 2-bromo-5[(4-chloro-phenyl)-hydroxyl-methyl]-1-cyclobutyl-1H-imidazole-4-carboxylic acid ethyl ester (step AK2; 0.502 g, 1.20 mol) in toluene (6.0 ml) was added and the mixture was stirred for 3 h at 80° C., then cooled to rt. The reaction mixture was taken up in Teac (40 ml), poured onto “Rochelle Salt-Solution” (1M in water) and stirred for 15 min at rt. The organic phase was washed with brine and dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (EtOAc/hexane, 1:4), then triturated in hexane to afford the title compound. tR: 1.46 min (LC-MS 2); ESI-MS: 514.1 [M+H]+ (LC-MS 2).

Provenance & Evidence