Milos Raonic claimed the scalp of Grigor Dimitrov at the Madrid Open, but Juan Martin del Potro and Kyle Edmund are safely through.
Former Wimbledon runner-up Raonic came into the match with only one win over Dimitrov, but he held firm to claim a 7-5, 3-6, 6-3 victory in just over two hours.
The Canadian claimed one break of serve in the first and third sets to earn himself a third-round encounter against compatriot Denis Shapovalov, who beat France’s Benoit Paire 7-6 (7-5), 4-6, 6-4.
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Fourth seed Del Potro had an easier evening as he beat Bosnia’s Damir Dzumhur 6-3, 6-3.
The former US Open winner, who will face Dusan Lajovic next, broke twice in each set but Dzumhur did manage a break of his own in the opening set.
“On clay he’s a very powerful player, he plays a very intelligent game,” Del Potro said of the Serb Lajovic. “It’s going to be a tough match, like all of the matches on clay for me. I will just try to play a little bit better than today.”
Edmund, meanwhile, earned himself an encounter against Novak Djokovic as he breezed past Russia’s Daniil Medvedev, winning 6-4, 6-0.
“I don’t care, I’m just going to go out there and play my game, I can’t be worrying about him,” Edmund said of Djokovic.
“There’s hundreds, so many players to be worrying about (whether) they’ve turned a corner. I think the person who’s playing the best on clay at the minute is Rafa (Nadal).”
Croatia’s Borna Coric also advanced with an upset 6-4, 6-2 win over ninth seed Pablo Carreno Busta, while Dutchman Robin Haase also claimed an impressive6-2, 6-0 win over South Korean Chung Hyeon 6-2, 6-0.
Twelve seed Jack Sock was another early casualty as the American lost 6-7 (5-7), 6-4, 6-0 against Pablo Cuevas while 16th seed Fabio Fognini went down 6-3, 6-4 against Leandro Mayer from Argentina.
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