Hi,
This is related with the windows automation.
So, we can use window based automation framework for automating your requirements.
Basically, i am C# person and use selenium(for web automation), shahi & sikuli i.e. image based automation framework for windows application.
First, We should discuss the requirements in details.
I have automated software if you need reference pls let me know. I`ll share with you.
Thanks.
Arun