Dimitrov most recently retired from the first round of the French Open with a thigh injury while holding a 6-2, 6-3, 2-6 lead over American Ethan Quinn. He retired from Wimbledon in the fourth round in 2024 with an abductor tear. He trailed Daniil Medvedev, 5-3, in the first set at the time of that injury.

The 34-year-old Bulgarian won the first two sets 6-3, 7-5 and was tied with Sinner 2-2 in the third when he went down with the injury.

The fourth-round clash between Jannik Sinner and Grigor Dimitrov ended in heartbreak for the latter, as the Bulgarian had to retire from the match during the third set, having taken a two-sets-to-love