Azetidine → HCID 71288703, compound

Participants

Reaction Steps

To a solution of 1,2-dimethyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethylcarbamoyl)-1H-imidazole-4-carboxylic acid (30 mg, 81.7 μmol) in DMF (1 mL) were added under nitrogen atmosphere at 0-5° C. (1-cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate (COMU; 38.5 mg, 89.8 μmol) and N,N-diisopropylethylamine (14.3 μL, 81.7 μmol). After stirring for 5 min, azetidine (6.18 μL, 89.8 μmol) and N,N-diisopropylethylamine (14.3 μL, 81.7 μmol) were added, the ice bath was removed after additional 10 min and the reaction mixture was stirred at RT for 2 h. The product was obtained after purification by preparative HPLC using an acetonitrile/water (containing 0.1% formic acid) gradient as colorless waxy solid (1.9 mg, 4.67 μmol, 5.72%). MS: M=407.4 (M+H)+

Provenance & Evidence