Dmitri Sitak defeated Sergei Demekhine 6-3 4-6 6-4 in the Moscow q32 on hard. The result followed the form book — Dmitri Sitak came in leading the head-to-head 2–0. Dmitri Sitak extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-04-07 | Russia F1 | R32 | carpet | Dmitri Sitak | 6-4 6-3 |
| 2002-08-19 | Russia F2 | R32 | clay | Dmitri Sitak | 7-5 6-4 |