AC Milan reached the quarter-finals of the Champions League after a 0-0 draw with Tottenham in the second leg of the tie. They advanced thanks to a goal scored by Ibrahim Dias in the first leg at San Siro. This victory allowed them to break the curse of Tottenham, who had beaten them in both previous encounters. This includes the semifinals of the 1971-1972 season of the European Union Cup (2-1 and 1-1), and the Champions League final of the 2010-2011 season (1-0 to Milan and 0-0).
AC Milan had not reached the quarter-finals since the 2011-2012 season when they beat Arsenal in the final price, winning the first leg 4-0 and losing the second leg 0-3 before eventually losing to Barcelona. As for Tottenham, who played the final minutes of the game with ten players following the dismissal of Argentine Christian Romero, they failed to progress past the round of 16 final for the third time in their history. In their first participation in the competition in the 1961-1962 season, Tottenham lost to Benfica, then in the 2010-2011 season to Real Madrid, and again in the 2018-2019 season, they reached the final and lost to Liverpool.
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