Dimethylformamide → HCID 68716147, compound

Participants

Reaction Steps

200 mg (0.5 mmol) of the compound from Example 7, 47 mg (0.4 mmol) of zinc cyanide and 19 mg (0.02 mmol) of tetrakis(triphenylphosphine)palladium(0) are reacted in 3 ml of DMF at 220° C. in a single-mode microwave oven (Emrys Optimizer) for 50 min. The reaction mixture is then concentrated under reduced pressure, the residue is taken up in 2 ml of ethanol and the mixture is adjusted with 1 N aqueous sodium hydroxide solution to pH 10. The mixture is extracted with ethyl acetate, the organic phase is dried over sodium sulfate and concentrated under reduced pressure and the residue is purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with 0.1% formic acid added to the water). The product-containing fractions are concentrated under reduced pressure, the residue is dissolved in 1 ml of ethanol and 0.5 ml of a 4 N solution of hydrogen chloride in dioxane is added. The mixture is stirred at RT for min and then concentrated under reduced pressure, and the residue is dried under high vacuum.

Provenance & Evidence