Simple -iRule with URI not behaving as expected

I'm having a little trouble reading due to the way the formatting came through, but one thing that stands out is that the case is different between your test and the actual request.

Your test uses /Help (upper-case 'H'), while the test is all lower-case.

You could change the case in your test to match the expected input, or use the tcl 'string tolower' function to convert the input to all lower-case first, then test based on lower-case. Which method you use depends on how you need to handle expected inputs and preference.