Gabriel Pitta defeated Lenoir Ramos 6-4 6-4 in the Brazil F4 round of 32 on hard. The upset overturned the form book — Lenoir Ramos came in leading the head-to-head 1–0. Gabriel Pitta claimed a first win over Lenoir Ramos in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-05-15 | Brazil F1 | R16 | clay | Lenoir Ramos | 7-6(3) 3-6 6-2 |