I hope OP is not planning to do this 1500Km in one day coz that would indeed require something like Intruder M800 But still not advisable to do in one day, as more than 12 hours on a bike, you'll be tired and will start to loose alertness/concentration which isn't a good thing on road. So take it nice and slow.
This is a 2 days journey at minimum. My advice, if not in much hurry then do it in 3 days, take proper brakes and enjoy your journey.
Now about oil change, that much oil change seems to be headache.
My advice, if you get a bike with oil filter. Use Liquy Moly 4T and you are set for 2000Km drain interval.
I agree about no travelling at night. But if you plan to do it in 2 days then you'll need to leave early. So you might wanna leave after Fajar. Because if you leave late, you might end up riding after maghrib and trust me you don't wanna do that when tired.
Apart from break-in, another thing is to notice small issues which may come with new bike. It's important to sort them out before you go on long journey to avoid trouble.