Ethanol → HCID 24758412, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(4-bromobenzyl)-7-cyclohexyl-1,7-diazaspiro[4.4]nonan-6-one (15 mg, 0.000038 mol; prepared according to procedures analogous to those described for the synthesis of Example 1, steps 1-7) in 1,4-dioxane (1 mL, 0.01 mol) and ethanol (200 μL, 0.003 mol) was added sequentially: {6-[(ethylamino)carbonyl]pyridin-3-yl}boronic acid (15 mg, 0.000077 mol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with DCM (1:1) (3 mg, 0.000004 mol), potassium carbonate (1.0 E1 mg, 0.000077 mol), and water (400 μL, 0.02 mol). The resulting mixture was made in a vial which was then sealed, evacuated, and purged with N2 (g). The mixture was then heated to 90° C. and stirred for 16 h. The crude reaction mixture was then purified by prep. HPLC/MS to afford the desired product. LC/MS: 461.3 (M+1H)+.

Provenance & Evidence