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May 4, 2000: Game 4, Eastern Conference semifinals vs. Pittsburgh (2-1 five OT win)
This, the most recent time the Flyers and Penguins met in the postseason, produced one of the most memorable games in playoff history. In the fifth overtime period, Keith Primeau, who had been scoreless in the series, made a rush down the boards, put a great fake on Darius Kasparaitis and beat Ron Tugnutt over his shoulder with a bullet wrist shot. Primeau's first career overtime playoff goal tied the series at two games and ended the third-longest game in NHL history. The Flyers carried the momentum and won the series in six games, despite the fact that the Penguins had won the first two games of the series in Philadelphia.
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