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The problem seems not to be with the jailbreak, but with the Kindle not honoring the ENABLE_DIAGS file to get into diags mode, for whichever reason. Your setup does look correct to me. But since there have been at least two versions of the diagnostics partition seen in the wild (But the devices labeled with the exact same FW version), maybe this is a similar "situation".
Please try to get into diags one way or another, and be sure to help us find out the exact reason afterwards.
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