Note: Please make sure that the program you want to associate file with is already installed on your machine.
Step 1:
Locate the File you want to associate with the program.
Right click on the File
Select Open with from the list
Select Choose another app from the list

Select the More apps from the list

Select Look for another app on this PC

Please open the below path on your computer, select the tcw30 Application and click on the Open button
C:\Program Files\IMSIDesign\TCW2023\Program64

Steps 2:
Locate the File extension of TurboCAD 2023 (.tcw) you want to modify.
Right click on the File
Select Open with from the list
Select Choose another app from the list

Select TurboCAD 2023 from the list and select the Always use this app to open .tcw files and click on OK button

Now your project file will be open in the TurboCAD 2023.