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Tools connecting to Azure Search all return error 500, BadGateway

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Posted on by Arian K

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I created a tool in my Copilot to be able to search Azure Search indexes, but it fails every time. The search resource in Azure is setup with public networking enabled and I can issue queries from a local desktop client just fine. I'm connecting using the endpoint and key in both instances. I tried vector and semantic hybrid in case that mattered. It connects to the same search service as knowledge, just not as a tool. Any help would be appreciated.

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Sam_Fawzi 879 Super User 2026 Season 1 on at

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Hey @Arian K

here are couple of troubleshooting steps that might help you tracing the issue:

1. Verify the endpoint value in the connector

In the Azure AI Search (Preview) connector, the “Endpoint URL” must be:

https://<your-search-service-name>.search.windows.net

No index name

No /indexes/.../docs path

No ?api-version=... query string

Must be HTTPS, not HTTP

The connector documentation shows this explicitly for the Access Key auth mode.
Microsoft Learn

If the URL is http://... or includes extra path/query parts, the gateway returns a 502 Bad Gateway, which Copilot surfaces as the 500 / ConnectorRequestFailure you’re seeing.

Action:
Delete the existing connection, create a new Azure AI Search connector connection, and paste only the base HTTPS endpoint from the Search service “Overview” blade in the Azure portal.

2. Check the authentication mode and key

3. Networking: confirm Copilot can reach the service

4. Index + action configuration

let me know if you need any details about the above.

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