UNITED States wildcard, Brandon Nakashima has claimed the biggest scalp of his short career, taking out number eight seed, Matteo Berrettini. The 18-year-old only turned professional at the start of the year and played in Delray Beach as his inaugural tournament, but in only his fifth ATP Tour match, the teenager has taken out a top 10 player. It comes after his stunning win over Nick Kyrgios in three sets two days prior. In this case, he also had to win in three sets, but come from behind after dropping the first set 6-2, to bounce back and show why he is so highly touted and win 2-6 6-4 6-2.

Nakashima was not the only American wildcard through to the next round with J.J. Wolf stunning 16th seed Stan Wawrinka in three sets. Coming back from a set down, Wolf knocked off the Grand Slam winner 3-6 7-5 6-2 in an hour and 48 minutes to advance through to the Round of 32. Also through as a wildcard was former top 10 pick and Grand Slam winner, Andy Murray who bundled out 22nd seed Canadian, Milos Raonic 6-3 6-2. It was not a great day for Canada as 18th seed Felix Auger-Aliassime was also defeated, going down to Reilly Opelka in the longest match of the day. The 6-4 6-7 7-6 match lasted three hours and 22 minutes before the tall American emerged victorious. The only other unseeded player to advance was Slovenia’s Alijaz Bedene who knocked off 25th seed Taylor Fritz 6-2 7-5 to spoil the otherwise promising day from the home nation competitors.

At the top-end of the seeds, Novak Djokovic crushed Albert Ramos-Vinolas without allowing him a game, while Daniil Medvedev overcame a first set tiebreaker loss to win in three unusual sets over former top 10 player Kevin Anderson, 6-7 6-0 7-6. Sixth seed Alexander Zverev also booked a spot in the last 32 courtesy of a come-from-behind win over French qualifier Gregoire Barrere 5-7 7-6 6-3, while David Goffin and Karen Khachanov both needed three sets to see off their respective opponents. Other seeded three-set winners were Grigor Dimitrov – with a 6-2 3-6 6-3 win over Thanasi Kokkinakis in his return tournament – Pablo Carreno Busta and Jan-Lennard Struff. Russian Andrey Rublev, United States’ John Isner and Croatia’s Borna Coric had a it a little easier, winning their respective clashes in straight sets.

Tomorrow begins the Round of 32 with Gilles Simon – who conquered Dominic Thiem – taking on Alex de Minaur, and Vasek Pospisil – who knocked off Stefanos Tsitsipas – facing Daniel Evans, among the top clashes.

ROUND OF 64 RESULTS:

[1] Novak Djokovic (SRB) defeated Albert Ramos-Vinolas (ESP) 6-0 6-0
[4] Daniil Medvedev (RUS) defeated [WC] Kevin Anderson (RSA) 6-7 6-0 7-6
[6] Alexander Zverev (GER) defeated [Q] Gregoire Barrere (FRA) 5-7 7-6 6-3
[WC] Brandon Naskashima (USA) defeated [8] Matteo Berrettini (ITA) 2-6 6-4 6-2
[9] David Goffin (BEL) defeated [Q] James Duckworth (AUS) 6-1 3-6 7-5
[13] Karen Khachanov (RUS) defeated Fernando Verdasco (ESP) 6-2 4-6 6-3
[14] Andrey Rublev (RUS) defeated Casper Ruud (NOR) 7-5 6-1
[WC] J.J. Wolf (USA) defeated [16] Stan Wawrinka (SUI) 3-6 7-5 6-2
Reilly Opelka (USA) defeated [18] Felix Auger-Aliassime (CAN) 6-4 6-7 7-6
[19] Grigor Dimitrov (BLR) defeated [Q] Thanasi Kokkinakis (AUS) 6-2 3-6 6-3
[20] John Isner (USA) defeated Pablo Andujar (ESP) 6-2 6-4
[WC] Andy Murray (GBR) defeated [22] Milos Raonic (CAN) 6-3 6-2
Alijaz Bedene (SLO) defeated [25] Taylor Fritz (USA) 6-2 7-5
[26] Pablo Carreno Busta (ESP) defeated John Millman (AUS) 7-6 2-6 7-6
[30] Jan-Lennard Struff (GER) defeated Tommy Paul (USA) 6-3 6-7 6-4
[32] Borna Coric (CRO) defeated [Q] Emil Ruusuvuori (FIN) 6-3 6-3