Sorry, don't have a diagram and the ones I have seen are pretty basic, simply pointing to a general area on a drawing of the machine.
I suggest crawling under the tractor and familiarize yourself with the underside. It helps to park over a swale in the ground or if in the shop etc drive up on some timbers (RR ties etc) to gain some clearance. Try to leave the tractor sitting level, CAT designed it to drain out completely and the oil to run out the holes in the crankcase guard / belly pan without making a huge mess as long as it is sitting reasonably level.
Do you have the special wrench for the drain plugs? Plugs have a hex socket that a 1-1/8" hex (standard 3/4" bolt) will fit in. You can weld a nut on the end of a bolt of a convenient length and use it to reach up through belly pans if you have them. This also allows you to use a ratchet or bar on a 1-1/8" socket to turn it, but a wrench will do the job.
Oil fill is a flip cap on right side of engine close to dipstick and crankcase breather. Should have a spring wire to keep it closed.
Have fun!