Inter are through to the quarter-finals of the Coppa Italia after a 3-1 extra-time success over Genoa.
Genoa did well to last as long as they did after soldiering on for much of the contest a man light following Giuseppe Biava's 20th-minute dismissal for hauling down Adriano in the penalty area.
Adriano squandered the chance to fire the home side ahead after he missed the subsequent spot-kick.
The Brazilian hit-man eventually atoned for his earlier miss when he fired Jose Mourinho's side ahead after 75 minutes. The goal looked to be the winner, but there was a sting in the tail.
Just four minutes later the San Siro was silenced when Marco Rossi snatched an unexpected leveller to force extra time.
Inter did not waste a second chance to progress with goals from Esteban Cambiasso and Zlatan Ibrahimovic, ensuring there would be no fairytale finish from Genoa.
The Nerrazzurri will now face a repeat of last year's final against Roma in the Last 8.
Juventus will complete the Round of 16 with a home tie against Catania on Thursday night.
Round 5 Results
Wednesday 12 November
Udinese 0-0 Reggina AET (Pens: 8-7)
Sampdoria 2-1 Empoli
Napoli 3-1 Salernitana
Wednesday 3 December
Milan 1-2 Lazio AET
Wednesday 17 December
Fiorentina 0-1 Torino
Roma 2-0 Bologna
Tuesday 13 January
Inter 3-1 Genoa AET
Round 5 Fixtures
Wednesday 14 January
Juventus v Catania (1945)
Wednesday 21 January
Inter v Roma
Udinese v Sampdoria
Thursday 22 January
Lazio v Torino
Wednesday 4 February
Napoli v Juventus/Catania
[Coppa Italia 2008-09 Draw]
Coppa Italia Fifth Round Review:
[Wednesday 12 November] – [Wednesday 3 December] – [Wednesday 17 December] - [Tuesday 13 January] - [Wednesday 14 January]
Source: Sky Sports / Lega Calcio