- Miomir Kecmanovic defeated lucky loser Salvatore Caruso 6-4 6-2 6-1
- Tommy Paul defeated qualifier Mikhail Kukushkin 6-3 6-4 6-2
- Oscar Otte defeated wildcard Tseng Chun-hsin 6-4 6-3 6-2
- Lorenzo Sonego (25) defeated Sam Querrey 7-5 6-3 6-3
- Gaël Monfils (17) defeated Federico Coria 6-1 6-1 6-3
- Alexander Bublik defeated lucky loser Ernesto Escobedo 3-6 7-6(5) 6-3 6-3
- Pedro Martinez defeated Federico Delbonis 7-6(15) 3-6 6-4 6-2
- Cristian Garin (16) defeated Facundo Bagnis 6-3 6-4 5-7 6-7(4) 6-3
- Sebastian Korda defeated Cameron Norrie (12) 6-3 6-0 6-4
- Corentin Moutet defeated wildcard Lucas Pouille 3-6 6-3 6-4 6-3
- Tallon Griekspoor defeated Fabio Fognini 6-1 6-4 6-4
- Pablo Carreno Busta (19) defeated qualifier Tomas Martin Etcheverry 6-1 6-2 7-6(2)
- Carlos Alcaraz (31) defeated qualifier Alejandro Tabilo 6-2 6-2 6-3
- Dusan Lajovic defeated Marton Fucsovics 6-3 4-6 6-1 6-7(6) 6-1
- Wildcard Stefan Kozlov defeated Jiri Vesely 7-5 6-3 6-4
- Matteo Berrettini (7) defeated Brandon Nakashima 4-6 6-2 7-6(5) 6-3
- Alexander Zverev (3) defeated Daniel Altmaier 7-6(3) 6-1 7-6(1)
- John Millman defeated Feliciano Lopez 6-1 6-3 4-6 7-5
- Qualifier Radu Albot defeated Yoshihito Nishioka 6-3 6-4 4-6 6-2
- Wildcard Aleksandar Vukic defeated Lloyd Harris (30) 4-6 6-3 7-5 7-6(3)
- Reilly Opelka (23) defeated Kevin Anderson 6-3 6-4 7-6(3)
- Dominik Koepfer defeated Carlos Taberner 6-1 3-6 6-4 6-1
- Soonwoo Kwon defeated Holger Rune 3-6 6-4 3-6 6-3 6-2
- Denis Shapovalov (14) defeated Laslo Djere 7-6(3) 6-4 3-6 7-6(3)
- Hubert Hurkacz (10) defeated Egor Gerasimov 6-2 7-6(3) 6-7(5) 6-3
- Adrian Mannarino defeated James Duckworth 6-4 2-6 3-6 6-2 6-1
- Mackenzie McDonald defeated qualifier Nikola Milojevic 5-7 6-4 6-3 6-2
- Aslan Karatsev (18) defeated Jaume Munar 3-6 7-6(1) 6-7(3) 6-4 6-4
- Karen Khachanov (28) defeated Denis Kudla 3-6 6-3 6-2 7-6(2)
- Benjamin Bonzi defeated Peter Gojowczyk 6-3 6-3 6-3
- Qualifier Yannick Hanfmann defeated wildcard Thanasi Kokkinakis 6-2 6-3 6-2
- Rafael Nadal (6) defeated Marcos Giron 6-1 6-4 6-2
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