sentences:  Unable to settle with the club, he was loaned several times for the duration of his contract, mainly in that country.On 4 February 2007, Pitbull played his first Primeira Liga match with Académica de Coimbra, against Associação Naval 1º de Maio.For the 2007–08 season he was loaned again, this time to Vitória de Setúbal, where he was the team's top scorer as they overachieved despite facing serious financial problems; in March 2008, he helped the "Sadinos" to win the newly created League Cup in a penalty shootout against Sporting Clube de Portugal, also being named the tournament's best player.