1,2-Diaminocyclohexane, trans- → HCID 66576896, compound

Participants

Reaction Steps

Using analogous reagents and reaction conditions as described in Example 1 above, 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 260 mg, 1.2807 mmol) was reacted with 2-chloro-4-iodo-6-(trifluoromethyl)pyridine (471 mg, 1.5369 mmol), copper iodide (24 mg, 0.1280 mmol), trans-cyclohexane-1,2-diamine (15 mg, 0.1280 mmol), potassium phosphate (816 mg, 3.8421 mmol) and 1,4-dioxane (5 mL) to afford crude product. Purification by column chromatography on silica gel (1% methanol in chloroform) afforded 250 mg of pure product (51.1% yield). 1HNMR (CDCl3, 400 MHz): δ 8.55-8.42 (bs, 2H), 7.64-7.62 (d, 2H), 6.85 (s, 1H), 4.13-4.02 (m, 4H), 2.10-1.98 (m, 2H), 1.18-0.99 (m, 6H), 0.87-0.83 (m, 2H). LCMS: 98.89%, m/z=388.9 (M+1). HPLC: 99.67%.

Provenance & Evidence