I would do that if I had one. The oil can henrys shops or the like use similar to chage transmission fluid in cars so it will work
I did change the filter too and it seemed to be more empty and did not leak a whole lot like when I pulled the drain plug , maybe its pulling a vacuum somewhat ? I do not know .But then you're not draining any crud from either the sump, or presumably the oil filter if you haven't changed that either, which means your new fresh oil will quickly become contaminated by what remains of the old stuff (maybe half a litre) and take on the colour of your old discarded stuff. It's your engine but I wouldn't short cut it that way. For an extra 30 minutes, if you're doing the oil change yourself, why take the risk? I've read, on this forum, though that this is how some Harley dealers change oil as it's quicker, and therefore, less costly for them.