American Sebastian Korda defeated an in-form Daniil Medvedev 7-6 (10/8), 6-2 on Sunday to eliminate the defending champion in the Shanghai Masters second round.
Carlos Alcaraz set up a third-round clash with Dan Evans at the Shanghai Masters but Cameron Norrie's struggles continued.
Holger Rune's difficult run hit a new nadir with a one-sided loss to Brandon Nakashima in the second round of the Shanghai Masters.