The Democratic party of Minnesota’s largest city has endorsed a democratic socialist over a two-term incumbent mayor, according to Minneapolis DFL convention co-chair Ann Friedrich.

State Sen. Omar Fateh won at least 60% of the Minneapolis DFL delegate vote Saturday, defeating Mayor Jacob Frey in the party’s first endorsement of a mayoral candidate in 16 years, according to an initial announcement by Friedrich. Fateh won by a clear visual vote of delegates holding up their badges.

Many supporters of Frey were visibly absent from the floor at the time of the vote. There were quorum challenges — attempts to question the validity of the endorsement vote — afterward, and the Frey campaign said it plans to appeal to the state party.