Wrong destination for deployment when deployed for multiple binaries

I am working with solution which produce a lot of Qt-dependent binaries. They are placed in different folders. I am trying to deploy Qt for all of the binaries in one run but having wrong result.

Issue can be reproduced even with two files:

windeployqt.exe D:/1/Core.dll D:/1/test/Tests.exe

Will deploy all dependencies to D:/1 folder, nothing will be deployed to D:/1/test.

If I will swap arguments:

windeployqt.exe D:/1/test/Tests.exe D:/1/Core.dll

Everything will be deployed to D:/1/test folder and nothing to D:/1.