Tottenham Hotspur's managing director of football Fabio Paratici was reportedly left 'crushed' by the news of Liverpool signing Luis Diaz.
The Reds accelerated their move for Diaz after learning that Tottenham had made a bid for the Porto winger.
Liverpool boss Jurgen Klopp is understood to have identified the 25-year-old as one of his first-choice summer targets.
But after Tottenham attempted to do a deal for Diaz before the transfer window closed on Monday, the Reds nipped in and completed the £49m transfer.
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And The Athletic have reported that Paratici was devastated by what happened.
The report states that Diaz had agreed a deal with Tottenham in principle before Liverpool’s late interest - with claims that the player was 'seduced' by Champions League football and the opportunity to work with Klopp.
But Paratici was not the only person unhappy at Spurs.
As was reported last week, Tottenham chairman Daniel Levy was also left furious by the Reds' manoeuvres in the transfer market.
Speaking after the deal had been completed, Klopp confirmed that the club had been monitoring Diaz and had planned to make a move for the Colombia international in the summer.
“I could not be happier that we’ve been able to get this deal done and bring Luis to Liverpool,” the German coach told Liverpoolfc.com .
“He is an outstanding player and someone we’ve been tracking for a very long time.
“I have always been a believer in only signing players in January if you would want to sign them in the summer, and that’s very much the case with Luis.
“We believe he has everything needed to fit into our way and adapt to the Premier League, both physically and mentally.
“This team deserved to add quality and when we played against Luis earlier this season, we saw what a danger he is, how fast he is and how his mentality was to help his team.”