Imidazole → HCID 59897690, compound

Participants

Reaction Steps

To a suspension of 4-biphenylyl-L-alanine benzyl ester hydrochloride (270 mg) in anhydrous tetrahydrofuran (2 ml), there were added imidazole (50 mg) and 1,1′-carbonyl diimidazole (155 mg) in the nitrogen gas atmosphere and the resulting mixture was stirred at room temperature for 10 minutes. Then a solution of N-isopentyl-2-(dimethylamino) ethylamine (Reference Compound 2-2, 589 mg) in anhydrous tetrahydrofuran (3 ml) was added to the mixture, followed by the reflux with heating for 1.5 hour. Chloroform was added to this reaction liquid under ice cooling, the reaction liquid was washed with saturated sodium hydrogen carbonate aqueous solution and then with saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting oily product was purified through the silica gel column chromatography to give the title compound (Compound 4-1, 402 mg).

Provenance & Evidence