You said you had FW 1.4.0.
Did you try to upgrade to 2.1.1 directly from 1.4.0?
That doesn't work, as FW 2.0.0 creates a totally different filesystem.
If you tried to upgrade from 1.4.0, you still have the old bootloader which doesn't need START and SELECT pressed (that's for the bootloader from FW 2.0.0 and up).
It should automatically start the flashing process when the files are on the root of the card.
However, FW 1.4.0 bootloader wasn't that compatible. You might need a different card.
You can also try to use a cleanly formatted SD Card with just those files on. But it needs to be compatible...