Fourth seed Stefanos Tsitsipas was taken the distance before the Greek collected a 7-5 3-6 6-3 win over Argentinian 25th seed Sebastian Baez.
World No 3 Daniil Medvedev and World No 5 Stefanos Tsitsipas both made their debuts in the Madrid Open on Saturday, and safely booked their spots in the third round.
Rafael Nadal will reportedly extend his recovery from injury for at least another week as he is unlikely to compete in the Barcelona Open.
Daniil Medvedev secured a hard-fought win over his compatriot Karen Khachanov to advance to his fifth consecutive ATP Tour final in Miami on Friday.
Wimbledon will allow players from Russia and Belarus to compete at the 2023 Grand Slam tennis event.
Defending champion and world number one Carlos Alcaraz claimed his ninth straight win as he brushed aside Tommy Paul 6-4 6-4 in the last 16 of the Miami Open.