Our son is 1 year old and we dose at 7am, 3pm, and 11pm -but sometimes he may get it a little before 11pm.  Normally (unless one of us is away or sick) I do the morning ones & my husband does the 11pm one so I don’t have to stay up & can feel like I’ve had some sleep when Danny gets up for the day at 5am -the reason I tell you this is that my husband also keeps Danny asleep when he gives the night meds -but when I have to, it takes me a couple days to get the hang of it (he wakes up), so maybe with some practice you can keep your little one asleep.  I know there are some people who let the meds go an hour or so until the child wakes -and I admit I have done this when a well needed nap extended through the afternoon meds, but I would check with your endo before doing this. Good luck.

Darlene