FR 2752 then IB 281 at Madrid
Milan → Madrid → Tokyo
Timetable, Madrid time
21:50FR 2752 from Milan at the gate
20:20IB 281 to Tokyo leaves the gatealso AY 4849
22 h 30 apart on the timetable, overnight
IB 281 leaves 22 h 30 after FR 2752 arrives on the timetable: more than half a day, so not a connection we count.