Artem Smirnov defeated Andre Pinheiro 6-3 6-2 in the Brazil F21 qualifying round on clay. The upset overturned the form book — Andre Pinheiro came in leading the head-to-head 1–0. Artem Smirnov claimed a first win over Andre Pinheiro in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-10-15 | Brazil F18 | R16 | clay | Andre Pinheiro | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.