South African Lloyd Harris booked a second-round date with Rafael Nadal at the National Bank Open after a straight-sets win over Canadian qualifier Brayden Schnur on Monday.
World number 49 Harris eased past Ontario-born Schnur 6-3 6-2 in one hour and 17 minutes in Toronto.
Harris sent down nine aces, winning 78 per cent of points on his first serve, converting four from four break points on return.
Nadal is a five-time champion in Toronto, winning the previous two editions in 2018 and 2019.
Marin Cilic, who won his first title for three years in Stuttgart, beat Albert Ramos-Vinolas 6-2 4-6 6-3 in two hours and 13 minutes.
The 32-year-old will face sixth seed Casper Ruud in the next round.
Fabio Fognini also needed three sets to progress, battling from behind to defeat Jan-Lennard Struff 6-7 (2-7) 6-2 6-4 to set up a meeting with Andrey Rublev.
Ugo Humbert impressed in his straight-sets defeat of Lorenzo Sonego and will next face third seed Stefanos Tsitsipas, while qualifier James Duckworth beat Taylor Fritz to secure a showdown with Citi Open winner Jannik Sinner.
Alexander Bublik defeated Briton Dan Evans in straight sets to earn a second round meeting with top seed Daniil Medvedev, while Australian John Millman will face 11th seed Gael Monfils after beating Ricardas Berankis.
Reilly Opelka came from a set down to win over Australian Nick Kyrgios, while Tommy Paul also fought back to beat Canadian Vasek Pospisil.