DL 5680 then B6 561 at Boston
Pittsburgh → Boston → San Juan
Timetable, Boston time
20:47DL 5680 from Pittsburgh at the gate
20:08B6 561 to San Juan leaves the gate
23 h 21 apart on the timetable, overnight
B6 561 leaves 23 h 21 after DL 5680 arrives on the timetable: more than half a day, so not a connection we count.