I assume you have changed all the loopbacks now to /32 and all the route address overlaps ahve now been removed from the network.
Do a trace route from your management station and see where the path to the final mgmt address dies.
Then on this router we want to check the active route table for the address we cannot reach and see what it has.
We can also trace the route learning from the mgmt device side up to where the laptop gets plugged in. Is the mgmt address learned at each router hop along the path.
Likewise we need to verify that the return route for the laptop is learned at each router hop down to the final mgmt device.