Meanwhile, Medvedev and Rublev both fell in the third quarter of the Australian Open draw.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Roland Garros ATP
|
1/8 | Kei Nishikori |
6-2
6-7 6-2 6-7 7-5 |
| 2019 |
Dubai Tennis Championships
|
1/16 | Kei Nishikori |
6-4
6-3 |
| 2018 |
Rakuten Japan Open Tennis Championships
|
1/8 | Kei Nishikori |
3-6
5-7 |
| 2018 |
Roland Garros ATP
|
1/32 | Kei Nishikori |
6-3
2-6 4-6 6-2 6-3 |
| 2016 |
Open BancSabadell
|
Semi Finals | Kei Nishikori |
3-6
2-6 |
| 2015 |
Rakuten Japan Open Tennis Championships
|
Semi Finals | Benoit Paire |
1-6
6-4 6-2 |
| 2015 |
US Open
|
1/64 | Benoit Paire |
4-6
6-3 6-4 6-7 4-6 |
| 2013 |
Roland Garros
|
1/16 | Kei Nishikori |
3-6
7-6 4-6 1-6 |
| 2012 |
BNP Paribas Masters
|
1/16 | Kei Nishikori |
6-7
2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Cordoba Open
|
Quarter Finals | Federico Coria |
6-3
6-2 |
| 2021 |
Cordoba Open
|
1/8 | Benoit Paire |
2-6
4-6 |
| 2021 |
Australian Open ATP
|
1/64 | Egor Gerasimov |
2-6
6-2 6-7 5-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2021 |
Rotterdam Open
|
Quarter Finals | Borna Coric |
7-6
7-6 |
| 2021 |
Rotterdam Open
|
1/8 | Kei Nishikori |
3-6
6-2 5-7 |
| 2021 |
Rotterdam Open
|
1/16 | Kei Nishikori |
7-6
6-1 |
| 2021 |
Australian Open ATP
|
1/64 | Pablo Carreno Busta |
5-7
6-7 2-6 |
| 2021 |
ATP Cup, Group D
|
Championship | Diego Schwartzman |
6-1
6-7 6-0 |
| 2021 |
ATP Cup, Group D
|
Championship | Daniil Medvedev |
6-2
6-4 |
