How can I use Web.debug.config in the built-in visual studio debugger server?

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This is a known bug. That feature can be used right now only as part of the deploy process.

https://connect.microsoft.com/VisualStudio/feedback/details/523221/have-web-debug-config-apply-during-development

Please upvote it, if you encounter this too, so this will be fixed ASAP.

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