Manchester City exited the Carabao Cup following a 2-1 defeat away at Tottenham Hotspur, who inflicted City’s first defeat of the season in all competitions to reach the quarterfinals.
Goals from Timo Werner and Pape Matar Sarr put the hosts in control in Round Four encounter in the capital.
Matheus Nunes produced a fine finish in first half stoppage time, raising hopes of a comeback by Pep Guardiola’s Blues but they couldn’t find a leveller in the second period to force penalties.
Timo Werner struck a fantastic early goal to give Spurs the perfect start which was enhanced further thanks to an equally-impressive finish from Pape Matar Sarr, before the visitors pulled one back on the stroke of half-time through Nunes.
That could have led to a nervy second half but Spurs continued to create the better chances with Werner, Brennen Johnson and Dejan Kulusevski all spurning good opportunities. City’s best chance of an equaliser came in the closing minutes, Nico O’Reilly’s effort cleared off the line by Yves Bissouma as Spurs held out to record another famous win over City at Tottenham Hotspur Stadium.
Elsewhere, Manchester United, with interim manager Ruud van Nistelrooy in the dugout, put five past Leicester City, including a stunning longr-range effort from Casemiro to open the scoring in a 5-2 success.
United racked up four goals in the first half alone. Casemiro got two of them, with Alejandro Garnacho and Bruno Fernandes also on the scoresheet.