In article .com,
says...

What would be the best starting procedure in this case seeing that the
tip of the center drill won't be reaching the flat? I'll be pressing a
1/4" shaft in the bored hole that will be coupled to a motor so the
bore has to be fairly accurate.

You won't be able to get this bore accurate unless you set it up in
a lathe. Best way is to chuck up the part and simply go at it
with a boring tool. It's going to be an interrupted cut so go easy
until you are at the bottom of the slot, at which point you can
then drill to open up the hole to the desired depth, and continue
on after that with a boring bar.

Jim


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