If I was going to buy/kickstart a project like this, I would want something that had a very long battery life (and that had a visible battery level indicator). The bottle form factor isn't particularly important to me, as long as it's an air-tight container that is fairly lightweight, and as long as it has a child-safe cap.
I would want the batteries to be easily replaceable (none of these little watch batteries that cost a small fortune and are hard to find).
I would want it to work anywhere in my house, but also still track things whenever if I'm taking the bottles with me on a trip or something. The most obvious solution for this is to have it log locally, but then report the log via bluetooth or WiFi whenever a connection (such as my phone) is within range.
I would want it to be relatively cheap (so I could buy a different bottle for each set of pills).
I would want to be able to set up medicine schedules on my iPhone or Android, and then receive notifications whenever I need to take a particular medicine (and escalating alerts if I continually fail to take them).
It would also be nice to have some sort of mechanism for tracking the number of pills put inside the bottle (and then subtracted per the schedule every time the bottle is opened), so I would know when I was getting low and needed to order more medicine/vitamins.
For added bonus: Implement a weight sensor that can detect when the contents of the bottle have changed.