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Felix Auger-Aliassime returns the ball to Gilles Simon during their round-of-16 match at the ATP Mercedes Cup tennis tournament in Stuttgart, Germany, on June 13, 2019.THOMAS KIENZLE/AFP/Getty Images

Montreal’s Félix Auger-Aliassime defeated France’s Gilles Simon 7-5, 6-4 on Thursday in the Round of 16 at the Stuttgart Open in Stuttgart, Germany.

Auger-Aliassime relied heavily on his serve, firing 15 aces to Simon’s three on the grass court.

It was the first time Auger-Aliassime and Simon had ever played each other.

The 18-year-old Canadian will take on Germany’s Dustin Brown in the quarter-finals on Friday.

Brown, a qualifier for the tournament, upset top-seeded Alexander Zverev 6-4, 6-7 (3), 6-3 earlier Thursday.

Brown was playing just his second tour-level match of the year but hit a number of spectacular winners to beat the fifth-ranked Zverev and record his first win against a top-10 opponent since 2017.

Earlier Thursday, Denis Shapovalov of Richmond Hill, Ont., and India’s Rohan Bopanna defeated France’s Lucas Pouille and Jo-Wilfried Tsonga 6-4, 6-3, in men’s doubles action.

Milos Raonic of Thornhill, Ont., will face Hungary’s Marton Fucsovics in the ATP Tour event’s quarter-final on Friday.

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