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Crewe Alexandra 2-3 Bolton Wanderers (aet)
Two late goals from Jermaine Beckford secured an extra-time victory for Championship side Bolton in the Capital One Cup against League One Crewe.
The striker looked to have won the tie in the first minute of stoppage time, but Marcus Haber scored an even later goal for Crewe to force extra-time.
Beckford, 30, then flicked the ball under goalkeeper Ben Garratt in the 106th-minute to secure victory.
Bolton's Darren Pratley cancelled out Brad Inman's opener in the first half.
The Trotters are yet to win the the Championship this season and made nine changes from Saturday's 2-1 defeat at Brighton.
They travel to Chelsea in the third round.
Bolton boss Dougie Freedman: "All credit to Crewe for making it a very interesting tie, but I thought we were superior in extra-time. I'm happy to go through and I am pleased for one or two of the youngsters I drafted in.
"Thanks to our energy and commitment we worked our way back into what was a very difficult game. We were right on top in the second half and created a number of chances."
Crewe boss Steve Davis: "I thought we were excellent although it didn't go for us in the end. We showed great spirit when we went 2-1 down. We had a lot of opportunities.
"When you don't win games your confidence can drain a bit, but if we play like that in the league we will win more games than we lose."