There are multiple things that might produce symptoms like this and I do not know of any simple command that will show you why the packets are dropped. Investigation of the problem is likely to have multiple steps and output from one step may guide toward the next appropriate step.
As a first question I would ask whether there are other devices on the subnet where the server is located and do you have the same issues with access to other addresses in that subnet?
As the next question I would ask whether the server (or other devices in that subnet) can ping or otherwise access addresses on Router 1?
And as the next question I would ask whether you can use extended ping from Router 2 to access the addresses on Router 1? In the extended ping specify the source address as the address of the router interface which connects to the subnet where the server is located.
Let us know the answers to these questions and we will see where it might take us.
HTH
Rick
HTH
Rick