Hi,
if you can reach Azure but not hop to on-prem try to do a quick checks like that
Ensure the on-prem network routes are properly advertised and learned in Azure via BGP.
check if any Network Security Groups (NSGs) or firewalls are blocking traffic between Azure and on-prem.
Verify Nginx Proxy Manager is correctly set up to forward traffic to the on-prem server.
Double-check DNS resolution and SSL certificates to ensure they’re valid for the on-prem endpoint.
If all looks good, it might be worth testing with a simpler setup (e.g., direct HTTP) to isolate the issue. like that.
Alex