Change the options for FSI to have --debug+ and remove --optimize.
From there, you can call System.Diagnostics.Debugger.Launch or Break or something.
Yes, it's a pain. All bets on VS2010 :)
Better integration here is something we would like to do, but it's unclear how much this will improve for VS2010.
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Is there a way such that, if I am inside Visual Studio, I can invoke a function from FSI, and have it put me into the debugger? I've trying attaching process to FSI.exe but it doesn't seem to work, and it seems like it would be more integrated than that anyway. Perhaps it's not in current release but is planned for VS 2k10?