Hi,
I would recommend to refer here about update OpenSDA firmware and reprogram OpenSDA Bootloader binary.
There is an Note about FRDM-K66F OpenSDA V2/2.1 bootloader issue:

The related community post could be found with this link.
For you are using P&E Multilink FX tool, I would recommend to download [CodeWarrior MCU eclipse V10.x], which provided Flash programmer tool with below interface:

Or you can create a project for MK20DX128xxx5, then using this [Flash Programmer] tool to program bootloader image to K20 chip.
Customer also can select P&E provided PROGACMP ARM Flash Programming Software for Multilink and Multink FX debug probes, which is not free.
Please try with above suggestion.
If there still with issue of FRDM-K66F board, please check here for Dev Tool Warranty.
Wish it helps.
Have a great day,
Mike
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