Cruzeiro have dropped out of the Brazilian top flight for the first time in their history following a 2-0 home loss to Palmeiras on Sunday.
Franco Armani was the hero as River Plate edged Cruzeiro in the last 16 of the Copa Libertadores.
Palmeiras salvaged a 2-2 draw at Godoy Cruz in an entertaining first leg of their Copa Libertadores last-16 tie.
Former Sevilla and Real Madrid player Julio Baptista, who also had a spell on loan at Arsenal, has called a halt to his playing career.
The draw for the Copa Libertadores round of 16 took place in Paraguay on Monday.
Wednesday's results left all three teams on 10 points but Flamengo (+6) and LDU Quito (+4) pipped Penarol (+2) on goal difference.
Cruzeiro made it five wins from five games in Group B as Atletico Mineiro failed to progress.
Boca Juniors scored four goals against Jorge Wilstermann on Wednesday, after Cruzeiro's Fred celebrated a first-half hat-trick.
Nicolas De La Cruz's spectacular free-kick helped River Plate earn a draw at Internacional in the Copa Libertadores.
Rodriguinho's seventh-minute opener and Jadson's last-gasp strike saw Cruzeiro account for Deportivo Lara in Group B on Wednesday.