There are too many issues here to troubleshoot on the description, but you need to make sure that Dev is setup as a passthru server, it allows connections from Web, and you are an authorized passthru user. You would need a connection document of type passthru from Web to Dev. If the access is setup, and the firewall allows the traffic to flow, and your servers can see each other via the network, etc., it should work.
Dig Deeper on Domino Resources - Part 6
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