Phosphoric Acid → Tert-butyl 4-[4,5-diiodo-1-(2-pyrrolidin-1-ylethyl)imidazol-2-yl]piperidine-1-carboxylate

関与物質

反応手順

Add potassium hydroxide (45.13 g, 4.0 eq) to a solution of tert-butyl 4-(4,5-diiodo-1H-imidazol-2-yl)piperidine-1-carboxylate (86 g, 170.9 mmol) in N-methylpyrrolidinone (258 mL) portionwise over 25 minutes, maintaining the temperature below 40° C. Stir the mixture for 25 minutes, then add 1-(2-chloroethyl)pyrrolidine hydrochloride (47.5 g, 1.6 eq) portionwise. Stir the resulting mixture for 16 hours at 40° C., then allow to cool to room temperature. Pour the reaction into water (3.1 L) and add aqueous 15% phosphoric acid to adjust the pH to 7.5-8. Stir the resulting suspension for one hour at 0-5° C. Filter, wash with water, and dry under vacuum at 50° C. to give tert-butyl 4-[4,5-diiodo-1-(2-pyrrolidin-1-ylethyl)imidazol-2-yl]piperidine-1-carboxylate (102 g, 99%). MS (ES) m/z=601 [M]+.

情報源と証拠