1,2-Diaminocyclohexane, trans- → 2-(4-Methyl-pyridin-3-yl)-3,4-dihydro-2H-benzo[4,5]thieno[3,2-c]pyridin-1-one

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Reaction Steps

Using analogous reaction conditions as described in Example 1, 3,4-dihydro-2H-benzo[4,5]thieno[3,2-c]pyridin-1-one (I-9d: 0.15 g, 0.0007 mol) was reacted with 3-iodo-4-methyl-pyridine (0.178 g, 0.0008 mol), 1,4-dioxane (50 mL), copper iodide (0.014 g, 0.00007 mol), trans-1,2-diamino cyclohexane (0.03 g, 0.0002 mol) and potassium phosphate (0.39 g, 0.0018 mol) to afford the crude product. Purification by column chromatography on silica gel (1.5% methanol in CHCl3) afforded 90 mg of the product (39.13% yield).

Provenance & Evidence