Benzyl Alcohol → HCID 11152485, compound

Participants

Reaction Conditions

Reaction Steps

In a three necked flask, under argon, a solution of 1-[(2-oxo-4-propylpyrrolidin-1-yl)methyl]-1H-imidazole-5-carboxylic acid a32 (0.35 g, 1.39 mmol, predried by azeotropic distillation with toluene), diphenylphosphoryl azide (0.58 g, 2.1 mmol) and Et3N (0.29 ml) in toluene (5 ml) is heated at 40° C. with formation of N2. The temperature is kept at 40° C. for 4 h and benzyl alcohol (0.301 g, 0.21 mmol) is added. The solution is heated at 90° C. for 1 h, cooled down to room temperature, stirred 48 h, heated at 90° C. for 1 h and concentrated in vacuo. The crude carbamate is purified by chromatography on silicagel (CH2Cl2/MeOH) to afford benzyl 1-[(2-oxo-4-propylpyrrolidin-1-yl)methyl]-1H-imidazol-5-ylcarbamate 83 (0.011 g) as an off white solid.

Provenance & Evidence