I wouldnt worry it can only be 2 things petrol or spark.
YOU have an issue, what you describe isnt right.
MY money is on the spark it might be failing away after the bike gets warmed up, and as its breaking down its struggling to keep the oil alight, can you try a new coil ? At $20 its a cheap way to check.
IF i Motorcross a 360 and over rev it like on the line or overrun oin the straight, it can kill a plug , in my case i searioulsy think its somthing in the way it advances and spikes out the plug, but im prity sure its not carby related as i can leave it on the pipe in the DT frame and never misses a beat.
IF you have clean jets and pilots, my suggestion is go down the hot path, when it gets hot your getting a breakdown in there sowhere, put you 360 electrics on the 250, and see what happens when it get up to temp, still does it, also try swapping over the stator plates, if it still does it and you have ALL the known working electics on it, then report back.