Potassium Sodium Tartrate → HCID 23445049, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 1-quinolin-3-yl-1H-imidazole-4-carboxylic acid ethyl ester (5.0 g, 18.7 mmol) in toluene (100 ml) was cooled to −78° C. Diisobutylaluminum hydride (19 ml of a IM solution in THF, 19 mmol) was added dropwise keeping T <-70° C. The mixture was stirred at this temperature for 2 h, then the reaction mixture was allowed to slowly reach 0° C. After addition of saturated aqueous Seignette salt solution (10 ml) stirring was continued for 1 h. The mixture was diluted with AcOEt (100 ml), filtered, concentrated and chromatographed [silica, elution with gradient CH2Cl2 to 80% (CH2Cl2/MeOH/aq. NH4OH=90:10:1)]]. The title compound was obtained as a light brown crystalline solid (1.20 g, 28%). Mp. 142-145° C. (AcOEt), MS: m/e=226 (M+H+).

Provenance & Evidence