Water → HCID 11325986, compound

Participants

Reaction Steps

Ethyl[6-amino-4-(1,3-benzodioxol-5-yl)-3,5-dicyano-2-pyridinyl]acetate (step 1) (2.00 g, 5.71 mmol) is initially charged in 40 ml of DMF. Sodium hydride (0.37 g, 9.19 mmol) is added and the mixture is stirred for 45 minutes. Methyl iodide (0.40 ml, 6.39 mmol) is then added, the color of the yellow reaction solution turning to orange. After five hours, a further 0.2 ml of methyl iodide is added and the mixture is stirred at room temperature overnight. The mixture is poured into water (50 ml), and an emulsion is formed. The emulsion is extracted three times with ether. The combined organic phases are dried over magnesium sulfate, filtered and concentrated using a rotary evaporator. The mixture is chromatographed by RP-HPLC using an acetonitrile/water gradient. The product is obtained as a colorless solid.

Provenance & Evidence