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CCS/TMS320F28335: Breakpoint will not hit unless set when paused

sss ddf
Prodigy 70 points

Part Number: TMS320F28335

Tool/software: Code Composer Studio

When debugging, breakpoints which are set by me are not hit, unless I set them while execution is paused.

I have attached a debug log in which I

- Resume execution (works)

- Set a breakpoint (should hit within 1 second, but does not hit)

- Remove breakpoint

- Pause execution

- Set same breakpoint as earlier

- Resume execution

- Breakpoint is hit

I'm currently using CCS 10.0.0.00010  with emulation package 9.1.0.00001. I think the problem first appeared after upgrading from v9 to v10, however today I have the same problem in CCS 9.3.0.00012. My v9 installation nowadays seems to use the same version of the emulation package as the v10.
I'm using an Olimex XDS100v3 debugger.

Any advice?dbg.log