Bologna are in discussions with Rangers to sign midfielder Nicolas Raskin.
The 22‑year‑old Belgian has featured in most of the league games this season and contributed several assists.
A Premier League club is also watching his form as the summer window draws nearer.
Both clubs view the player as a future midfield option.
Rangers' own plans face a challenge.
Sources say a swap that would have taken Lewis Ferguson to Bologna is unlikely to materialise.
The club must look for alternative ways to replace Raskin.
The difficulty puts additional strain on Rangers to move quickly before the window closes.