Sodium Iodide → HCID 18332434, compound

Participants

Reaction Steps

1-(2-Chloroethyl)-3,4-dihydro-6-(ethylsulfonyl)-3-(1-methylethyl)-1H-2,1,3-benzothiadiazine-2,2-dioxide (1.03 g, 0.0027 mol), 6-fluoro-3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole (0.706 g, 0.0033 mol), sodium iodide (0.408 g, 0.0027 mol) and sodium bicarbonate (1.586 g, 0.015 mol) were suspended in water (75 ml). The reaction mixture was heated at reflux overnight. The product mixture was then cooled to room temperature. The product was extracted into ethyl acetate (3×50 ml). The organic extracts were combined, washed with water (150 ml), dried (MgSO4) and concentrated in vacuo to afford 3,4-dihydro-6-ethylsulfonyl-1-[2-[4-(6-fluoro-1H-indol-3-yl)-3,6-dihydro-1(2H)-pyridinyl]ethyl]-3-(1-methylethyl)-1H-2,1,3-benzothiadiazine-2,2-dioxide. δ(1H NMR, DMSO, ppm): 1.10 (9H, m), 2.50 (2H, m), 2.80 (4H, m), 3.25 (4H, m), 4.10 (3H, m), 4.90 (2H, s), 6.10 (1H, s), 6.90 (1H, dt), 7.20 (1H, dd), 7.35 (1H, d), 7.40 (1H, d), 7.80 (3H, m), 11.20 (1H, s).

Provenance & Evidence