Round 5 is his first challenge but as he has already dominated Eternity with the IG I don't think that the Anti-Monitor is going to be enough to tip the scales.
Round 6 is another tough one that Thanos should win. To the best of my knowledge, Spectre at full power doesn't have the feats against top tiers like abstracts to convince me that he could take Thanos down.
Round 7 is where I think he most likely stops. He's never gone up against a comparable being and I believe Endless has the power to beat him.
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