Sodium Iodide → 5-[5-[3-(6-Chlorospiro[1,2-dihydroindene-3,3'-pyrrolidine]-1'-yl)propylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]-2,4-dimethyl-1,3-thiazole

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Reaction Steps

To a solution of 5-(5-(3-chloropropylthio)-4-methyl-4H-1,2,4-triazol-3-yl)-2,4-dimethylthiazole (Prep28, 70 mg, 0.23 mmol) in dry NMP (1 ml), K2CO3 (0.144 g, 1 mmol) was added and stirred for 10 min, then 5-chloro-2,3-dihydrospiro[indene-1,3′-pyrrolidine]hydrochloride (Prep10, 88 mg, 0.36 mmol) and NaI (0.07 g) were added and stirred for 23 h at 65° C. Water was then added and the solution was extracted with ethyl acetate (2×10 ml). The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by P-HPLC (TLC analysis performed by eluting with EA/MeOH 80:10) to give 57 mg of the title compound (y=52%).

Provenance & Evidence