Asante Kotoko failed to reach the Group stage of the 2019/20 CAF Confederation for the second successive year after a 2-0 defeat to Ivorian side FC San Pedro.
The Porcupine Warriors crashed out 2-1 on aggregate to see their Africa campaign end miserable.
Kotoko had to finish the game with ten men after defender Emmanuel Agyemang-Badu got sent off with two yellow cards.
Chieck Soumaro gave the hosts the lead in the opening minute to see them tie on aggregate and that unsettled the two-time African champions.
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Three minutes to regulation time, San Pedro found the back of the net to nail Kotoko's coffin.
Before the final, Badu got himself sent off with another yellow card.
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