Day six saw third seed Rafael Nadal eliminated by Canada's Denis Shapovalov who recorded a fantastic comeback win.
Nadal has won the ATP event five times, most recently in 2017, and will compete in the event for the 19th time.
Taking on home favourite Frances Tiafoe, the Russian raced to a 6-3, 6-4 victory in just 70 minutes.
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Medvedev is 1,100 ATP Ranking points ahead of world No.3 Alexander Zverev and 150 points ahead of world No.2 Novak Djokovic.
The left-handed Spaniard has extended his career-best start to an ATP Tour season to 15-0.
The 34-year-old fell short against 123rd-ranked Jiri Vesely, losing the match 6-4, 7-6 in one hour and 57 minutes.
This was the Spaniard’s first tournament since winning a history-making 21st Grand Slam at the Australian Open last month.
The finish time of 4:55 am marked the latest ever finish to an ATP match. It has beaten Lleyton Hewitt’s clash with Marcos Baghdatis in the 2008 Australian Open.
The 22-year-old, who dropped just eight points on serve in eight service games, registered a comfortable 6-4, 6-0 win over the World No. 73 Slovak in just 52 minutes.
