Hi Nicolas Quinteros,
I am also using the OM13085 board LPCXpresso 1769 with CMSIS-DAP rev D1.
Now, please check the CMSIS DAP debugger at first.

Then you can open the official lpcopen project for lpc1769:
https://www.nxp.com/downloads/en/software/lpcopen_2_10_lpcxpresso_nxp_lpcxpresso_1769.zip
Then you can press the debug button in the LPCxpress IDE:

You can find I already comment the __(WFI);, this code will make the code enter the low power mode, then if you debug the code it will have the problem.
At this situation, please follow me, comment the WFI code, build the code.
In the board side, press both SW1, SW2, release SW2 at first, then release the SW1.
Now, try to debug the project again.
If you still have question about it, please kindly let me know.
Have a great day,
Kerry
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