Chardy saved six set points before being taken do a decider by Barrere, who passed up six chances to break his opponent and succumbed to a 6-3 3-6 6-3 defeat.

Seventh seed Adrian Mannarino exited after a 6-3 6-4 loss to Alexander Bublik, while Filip Krajinovic – seeded sixth – came from a set down to beat Kyle Edmund 4-6 6-3 6-3.

There were also wins for Fernando Verdasco, Aljaz Bedene, Corentin Moutet and Miomir Kecmanovic.

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