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"kad" followed by an active participle means "when" or "while", but not "after" or "where". So your (1) and (3) are correct, the others are not possible.
I would render 2 Timothy 2:25-26 as: 25 In humility, correcting those who oppose -- lest at some time God should give them a change of heart regarding the knowledge of the truth -- 26 that they might return to clarity of mind from the entrapment of the Devil, having been taken alive by him into his will. Details for verse 26: 2 Timothy 3:8-9, I ...
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