Breakpoints are ignored when debugging in Visual Studio 2008 on 64-bit system

Posted by Arnold Zokas on Stack Overflow See other posts from Stack Overflow or by Arnold Zokas
Published on 2010-06-07T11:08:53Z Indexed on 2010/06/07 11:12 UTC
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I'm trying to debug an ASP.NET web application in this environment:

  • Windows Server Standard 2008 SP2 x64
  • Single-core CPU
  • 4GB RAM
  • Visual Studio 2008 with Remote Debugger SP1
  • .NET 3.5 Web Application running in IIS in 64-bit mode

The code I am trying to debug is a simple event handler with some basic sequential code.
What I observe is that breakpoints get randomly ignored and VS often exits debug mode when I try to step through the code. The code is compiled in debug mode.

I've tried all the usual steps: iisreset, reboot VM, rebuild solution, reinstall Visual Studio.

Any ideas?

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