British number one Cameron Norrie suffered a straight-set defeat by Felix Auger-Aliassime in the last 16 of the Canadian Open.
The 26-year-old was beaten 6-3 6-4 by the home favourite, who is seeded sixth.
Meanwhile, world number one Iga Swiatek also failed to reach the quarter-finals as she lost to Beatriz Haddad Maia.
The Brazilian, who beat US Open finalist Leylah Fernandez in the previous round, won 6-4 3-6 7-5.
American 10th seed Coco Gauff is also into the last eight after beating Belarusian Aryna Sabalenka 7-5 6-4 7-6 (7-4).
Former world number one Simona Halep defeated Switzerland's Jil Teichmann 6-2 7-5 to go through to the quarter-finals.
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