The system is self-purging, so there should be no need to bleed it.
I'm not 100% familiar with the 500 (the Younger Mrs S. only recently made me buy her Rasputin for her) but basically with an empty system, you just have to slowly pour coolant into the header tank and give it some time to work its way south.
Once you filled up the header tank to "MAX", leave the cap off.. turn the heater to "MAX" (you don't need the fan on, you just need to set the temp' dial to the Full Greta, so the hot water channel is open) and start the car.
As it idles, the water pump will circulate coolant through the heater matrix and out the other end, pushing out any air as it goes. Revving the engine slightly will help the pump push the coolant "up hill" into the heater hoses that pass throught the bulkhead.
As the level in the header tank drops, add a bit more in there to keep the level at or near "MAX".
If the heater hose at the bulkhead has a bleed screw, then you ought to loosen it until it's just about to come out. Air will come out first... and then coolant. As soon as you see coolant, tighten up the screw.
You'll only have a bleed screw up here if the hose is higher than the header tank "MAX" level and the heater matrix. I've not seen one on Rasputin, so you may not have one. It'll be easy to spot if you do.
There may or may not be a bleed screw on the back of the radiatore (could be on the upright, next to either top corner). As above, open the screw until coolant comes out, then tighten it. Don't remove the screw altogether.. you'll get coolant **** out and then you'll be trying to fit the screw in there and it'll make a real mess.
Don't blow down the header tank unless it's scupulously clean. Better still, get your next door neighbour's annoying kid to do it.

Antifreeze is the most toxic thing on your car .. even though it looks pink and fluffy, it's more toxic for you than drinking engine oil. Don't get it on your mouth or face or anywhere where you can ingest any. On your skin isn't so bad.. unless you like KFC and don't wash your hands.
Anyways.. once you've done all that, level it off at MAX.. go for a spin, let it all cool down and then top up the system to MAX again. It's worth checking the radiator/heater inlet pipe bleed screws again too.. but you should only see coolant come out, not air any more.
Ralf S.