Goals from Sandro and Kyle Walker were not enough for Andre Villas-Boas as Wayne Rooney bagged a brace.
Tottenham and Untied were looking to recover from disappointing weekends in the Premier League in their previous games.
There was a surprise from Andre Villas-Boas - as Erik Lamela was left out of the squad while Manchester United left Ryan Giggs out and Robin Van Persie remains injured.
Spurs came out firing in the game with plenty of pace and verve early on and got their just rewards when Kyle Walker, who was put on set-piece duties for the game, hammered home a free-kick underneath the jumping red wall to make it 1-0.
However United, who were struggling were then rewarded when Kyle Walker became the villain. Phil Jones cross was put back into the path of Wayne Rooney who put the ball away to level at 1-1.
Spurs started the second-half much as they did the first and got their reward ten minutes later - when Brazilian Sandro gave them the lead again.
The midfielder hammered home a strike from 25 yards, but Spurs’ celebrations were short-lived.
Minutes later United were awarded a controversial penalty when Danny Welbeck went down under the slightest of touches from Hugo Lloris - and Rooney fired home the penalty for 2-2.
The game then got scrappy as both teams tried to push for a winner but the score remained the same - and the spoils, were fairly shared.