Sodium Iodide → 3-[(6-(Imidazol-1-yl)pyridazin-3-yl)oxy]-1-[(1,3-benzodioxol-5-yl)methyl]piperidine

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Reaction Conditions

Reaction Steps

A mixture of 3-[(6-(imidazol-1-yl)pyridazin-3-yl)oxy]piperidine (220 mg), 5-chloromethyl-1,3-benzodioxole (0.26 mL), K2CO3 (1.0 g), and NaI (0.1 g) in DMF (15 mL) was heated at 50° C. under N2 for 3 hours. After filtration and concentration in vacuo, the residual oil was dissolved in CH2Cl2 (100 mL), washed with water (20 mL×3) and brine, dried (MgSO4), and concentrated. Purification by column chromatography gave 3-[(6-(imidazol-1-yl)pyridazin-3-yl)oxy]-1-[(1,3-benzodioxol-5-yl)methyl]piperidine, (77 mg) as a white solid, NMR: (CDCl3) 8.30 (s, 1), 7.68 (s, 1), 7.52 (d, 1), 7.22 (s, 1), 7.16 (d, 1), 6.75 (s, 2), 5.90 (d, 2), 5.41 (m, 1), 3.46 (Abq, 2), 2.88 (d, 1), 2.58–2.48 (m, 2), 2.32 (m, 1), 2.10 (m, 1), 1.70–1.60 (m, 2) ppm.

Provenance & Evidence