Andy Murray slumped to a 6-3 6-0 defeat against Stan Wawrinka in the second round of the ATP Challenger Tour event in Bordeaux.
Murray’s poor run on clay-court Masters 1000 events had continued when he was knocked out of the Italian Open in the first round by Fabio Fognini.
The Scot, though, had enjoyed success earlier this month at a second-tier tournament in Aix-en-Provence, where he won his first title since 2019.
Murray, who turned 36 on Monday, was seeded second and received a first-round bye, but found himself in a stacked bottom half in the Bordeaux draw which also included fellow three-time grand slam champion Wawrinka.
The veteran Swiss, who won the 2015 French Open, forced a break in the fourth game before holding to lead 4-1.
Although Murray saved several set-points on his next serve, Wawrinka soon closed out the set.
Murray’s serve faltered again at the start of the second set, with Wawrinka twice breaking to lead 3-0.
Wawrinka, 38, maintained the pressure to break Murray again in the fifth game.
Although Murray forced a break point chance of his own in the next, he was then again frustrated by a line call as Wawrinka recovered to serve out for the match and complete what was a straightforward victory in one hour and 17 minutes.
Murray – who has only played at Roland Garros once since 2017 – is expected to soon decide whether to compete on clay in Paris, potentially for the last time, or begin his preparations early for the grass-court season as he looks towards Wimbledon.
Keys downs Gauff to reach Madrid Open quarter-finals
Madison Keys is through to the quarter-final of the Madrid Open for the first time in her career after rallying to a 7-6 (7-4), 4-6, 6-4 win over Coco Gauff on Monday.
The 29-year-old trailed 5-2 in the first set and 4-2 in the third set but rallied in both to come from behind to beat the number three seed.
Despite winning the second set, Gauff struggled to find her rhythm, suffering from 13 double faults, including two in the final game.
Keys will face former Madrid Open champion Ons Jabeur for a spot in the semi-final after the number eight seed overcame Jelena Ostapenko in straight sets.
Data debrief: Keys reaches new milestone
Having lost in the first round in seven of her nine previous trips to the Spanish capital, Keys has now bettered her previous best finish in Madrid - a third-round showing in 2016.
Keys hadn't won three matches in a row since reaching the US Open semifinals last year.
Keys downs Gauff to reach Madrid quarter-finals
Madison Keys is through to the quarter-final of the Madrid Open for the first time in her career after rallying to a 7-6 (7-4), 4-6, 6-4 win over Coco Gauff on Monday.
The 29-year-old trailed 5-2 in the first set and 4-2 in the third set but rallied in both to come from behind to beat the number three seed.
Despite winning the second set, Gauff struggled to find her rhythm, suffering from 13 double faults, including two in the final game.
Keys will face former Madrid Open champion Ons Jabeur for a spot in the semi-final after the number eight seed overcame Jelena Ostapenko in straight sets.
Data debrief: Keys reaches new milestone
Having lost in the first round in seven of her nine previous trips to the Spanish capital, Keys has now bettered her previous best finish in Madrid - a third-round showing in 2016.
Keys hadn't won three matches in a row since reaching the US Open semifinals last year.
Nadal goes the distance to reach Madrid Open last 16
Rafael Nadal battled to victory over three hours on the court against Pedro Cachin at the Madrid Open on Monday to seal a 6-1 6-7 (5-7) 6-3 win to reach the last 16.
The former world number one looked back to his best as he cruised through the opening set but was pushed hard in the second by Cachin.
Nadal came from behind to level at 5-5, but Cachin eventually sealed the set on his third set point.
The Spaniard then rallied in the third set, cutting down on his errors to regain control and advance to the fourth round at a tour-level event for the first time since 2022.
Nadal is one step away from booking his place in a 10th consecutive quarter-final in Madrid and will face Jiri Lehecka on Tuesday in the next round after the 30th seed overcame Brazilian qualifier Thiago Monteiro in two sets.
SportsMax is the Caribbean sports channel of choice, committed to providing sporting content of the highest quality to the Caribbean, delivered by a team of highly innovative, passionate and qualified professionals.
(876) 619-7629
digitalmedia@sportsmax.tv
