19 month old sleep issues

My now 19 month old is having issues with sleep for about a month and a half now idk if I need to tweet wake windows more during the day or sleep during the day but I’ve been doing 5-5.5 hour wakes windows from the time he wakes up which is around 7am and goes down for a nap around 1230pm for 2 hours and then for bedtime I’m trying to aim for 730-8pm but bedtime is taking me over an hour to get him down he used to be able to get himself down for bed within 5-15 mins no crying and now we regressed and as soon as I lay him down he is crying so I’m needing to pat him every 10 mins like I did when I slept trained him months ago but it’s taking so much longer now. He is also having more wake up times at night 2-3 and is sometimes waking up early on some days like 5am-6am. So I’m unsure where to change things? Any advise is helpful. Or is this something that we need to ride out. I know right now he might be cutting more molars / separation anxiety is probably happening too, but man this has been the longest we have struggled (he’s never been a great sleeper).