Kyle Edmund’s hopes of reaching a first Masters 1000 semi-final were dashed after defeat to Canada’s Denis Shapovalov in the Madrid Open quarter-finals, BBC report.

World number 43 Shapovalov defeated Edmund 7-5 6-7 (6-8) 6-4 in a tight quarter-final and will now face Alexander Zverev in Saturday’s semi-final as he looks to reach his first final on the ATP Tour.

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The Canadian 19-year-old is currently the youngest player in the top 100 and is regarded as a future Grand Slam champion.

Edmund was involved in a heated exchange with the chair umpire during the second set after a spectator shouted out during Shapovalov’s serve, however, the Canadian’s ace was allowed to stand and the British number one seemingly didn’t recover from that point onwards.

Despite the defeat, the British number one will climb the world rankings, entering the top 20 for the first time in his career after defeating world number 10 David Goffin and 12-time Grand Slam champion Novak Djokovic in the earlier rounds.