I did not have much luck.

No problem having MCS start PICKIT Classic.
The first entry in the setup at Program Filename = PICKit1 Classic.exe
next the program path = c:\program files\microchip\pickit 1 v2
next is the parameters. That is the problem

The classic program will default to the last directory that a hex was loaded from.

[ALT+F,I]

will open the file load dialog, but I can not remember how to have it select the file.

Sorry I was not any help.