Lastly, he desires--and this is his third condition--that you arrest the Duke of Urbino, if he should flee from Castello into your territories, when he learns that Vitellozzo is a prisoner.
"When I objected that to give him up would not beseem the dignity of the republic, and that you would never consent, he approved of my words, and said that it would be enough for you to keep the duke, and not give him his liberty without His Excellency's permission.

I have promised to give you all this information, to which he awaits your reply." The same night eight masked men descended to the dungeon where the prisoners lay: they believed at that moment that the fatal hour had arrived for all.

But this time the executioners had to do with Vitellozzo and Oliverotto alone.

When these two captains heard that they were condemned, Oliverotto burst forth into reproaches against Vitellozzo, saying that it was all his fault that they had taken up arms against the duke: not a word Vitellozzo answered except a prayer that the pope might grant him plenary indulgence for all his sins.

Then the masked men took them away, leaving Orsino and Gravina to await a similar fate, and led away the two chosen out to die to a secluded spot outside the ramparts of the town, where they were strangled and buried at once in two trenches that had been dug beforehand.
The two others were kept alive until it should be known if the pope had arrested Cardinal Orsino, archbishop of Florence and lord of Santa Croce; and when the answer was received in the affirmative from His Holiness, Gravina and Orsina, who had been transferred to a castle, were likewise strangled.
The duke, leaving instructions with Michelotto, set off for Sinigaglia as soon as the first execution was over, assuring Macchiavelli that he had never had any other thought than that of giving tranquillity to the Romagna and to Tuscany, and also that he thought he had succeeded by taking and putting to death the men who had been the cause of all the trouble; also that any other revolt that might take place in the future would be nothing but sparks that a drop of water could extinguish.
The pope had barely learned that Caesar had his enemies in his power, when, eager to play the same winning game himself, he announced to Cardinal Orsino, though it was then midnight, that his son had taken Sinigaglia, and gave him an invitation to come the next morning and talk over the good news.