Intro:
I have checked out multiple posts to this topic already, but I could not find the solution that is why I am writing now.
Problem:
My break points stay unresolved.
Setup:

I am using the cross compiling setting: That means I am building on my Win10 with Visual Studio 17 and the deploy the program on the pi model 3

Settings:

CFLAGS/CXXFLAGS: -std=gnu++14 -ggdb -ffunction-sections -O0 -mfloat-abi=hard

GDB Output:

-gdb-version
=thread-group-added,id=”i1″
GNU gdb (Raspbian 7.12-6) 7.12.0.20161007-git
Copyright (C) 2016 Free Software Foundation, Inc.
License GPLv3+: GNU GPL version 3 or later <http://gnu.org/licenses/gpl.html&gt;
This is free software: you are free to change and redistribute it.
There is NO WARRANTY, to the extent permitted by law. Type “show copying”
and “show warranty” for details.
This GDB was configured as “–host=i686-w64-mingw32 –target=arm-linux-gnueabihf”.
Type “show configuration” for configuration details.
For bug reporting instructions, please see:
<http://www.gnu.org/software/gdb/bugs/&gt;.
Find the GDB manual and other documentation resources online at:
<http://www.gnu.org/software/gdb/documentation/&gt;.
For help, type “help”.
Type “apropos word” to search for commands related to “word”…
&”LandshipsPlusPlus: No such file or directory.\n”
GNU gdb (Raspbian 7.12-6) 7.12.0.20161007-git
Copyright (C) 2016 Free Software Foundation, Inc.
License GPLv3+: GNU GPL version 3 or later <http://gnu.org/licenses/gpl.html&gt;
This is free software: you are free to change and redistribute it.
There is NO WARRANTY, to the extent permitted by law. Type “show copying”
and “show warranty” for details.
This GDB was configured as “–host=i686-w64-mingw32 –target=arm-linux-gnueabihf”.
Type “show configuration” for configuration details.
For bug reporting instructions, please see:
<http://www.gnu.org/software/gdb/bugs/&gt;.
Find the GDB manual and other documentation resources online at:
<http://www.gnu.org/software/gdb/documentation/&gt;.
For help, type “help”.
Type “apropos word” to search for commands related to “word”.
OK
-list-features
^done,features=[“frozen-varobjs”,”pending-breakpoints”,”thread-info”,”data-read-memory-bytes”,”breakpoint-notifications”,”ada-task-info”,”language-option”,”info-gdb-mi-command”,”undefined-command-error-code”,”exec-run-start-option”]
-gdb-set disassembly-flavor intel
No symbol table is loaded. Use the “file” command.
-gdb-set print demangle off
OK
-break-insert -f main
&”No symbol table is loaded. Use the \”file\” command.\n”
^done,bkpt={number=”1″,type=”breakpoint”,disp=”keep”,enabled=”y”,addr=”<PENDING>”,pending=”main”,times=”0″,original-location=”main”}
Warning: could not set a breakpoint on main. ‘Step into new instance’ will not work.
-break-delete 1
OK
-gdb-set solib-search-path I:/Y2017C-Y1-PR-Team07/Code/LandshipsPlusPlus/CrossCompiling
OK
-gdb-show sysroot
^done,value=”a:\\sysgcc\\raspberry\\arm-linux-gnueabihf\\sysroot”
-gdb-show debug-file-directory
^done,value=”c:\\q\\gnu\\raspberry\\out\\lib\\debug”
-gdb-set debug-file-directory a:/sysgcc/raspberry/arm-linux-gnueabihf/sysroot/usr/lib/debug
OK
-target-select remote 192.168.137.122:2000
=thread-group-started,id=”i1″,pid=”3127″
=thread-created,id=”1″,group-id=”i1″
&”warning: Could not load vsyscall page because no executable was specified\n”
0x76fce9e0 in ?? ()
*stopped,frame={addr=”0x76fce9e0″,func=”??”,args=[]},thread-id=”1″,stopped-threads=”all”,core=”2″
^connected
info shared
&”info shared\n”
No shared libraries loaded at this time.
OK
info target
&”info target\n”
Remote serial target in gdb-specific protocol:
Debugging a target over a serial line.
OK
-break-insert -f LandshipsPlusPlus.cpp:75
&”No symbol table is loaded. Use the \”file\” command.\n”
^done,bkpt={number=”2″,type=”breakpoint”,disp=”keep”,enabled=”y”,addr=”<PENDING>”,pending=”LandshipsPlusPlus.cpp:75″,times=”0″,original-location=”LandshipsPlusPlus.cpp:75″}
-file-list-exec-source-files
^done,files=[]
-break-after 2 0
OK
All created breakpoints are pending. Setting a breakpoint at main()…
-break-insert -f main
&”No symbol table is loaded. Use the \”file\” command.\n”
^done,bkpt={number=”3″,type=”breakpoint”,disp=”keep”,enabled=”y”,addr=”<PENDING>”,pending=”main”,times=”0″,original-location=”main”}
-exec-continue
^running
*running,thread-id=”all”

info sources

info sources
&”info sources\n”
&”No symbol table is loaded. Use the \”file\” command.\n”

Resolve Breakpoints
The current loaded GDB symbols have no record of any file called […]

Additional Information

I have separated project (new) there it works everything fine. This project was originally a project which were building on the pi.

I hope you can help me or give me the right advice. Thank you very much.