Liverpool will have to win at Nottingham Forest for the first time in more than three decades if they are to keep alive their quadruple quest.
The Reds travel to the City Ground in the FA Cup quarter-finals after Forest beat Championship rivals Huddersfield Town 2-1 at home in their fifth round clash on Monday evening.
It will be the first time the two teams have met since a 2-2 Premier League draw at Forest in April 1999.
The tie will take place at 6pm on Sunday, March 20 and will be shown live on ITV1.
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Liverpool have a poor record at the City Ground and haven't won there in their last 12 visits, a run stretching back to a 2-0 victory there in the old first division in October 1984.
The Reds last played Forest in the FA Cup in 1989 when they won 3-1 in the semi-final, the original tie of which was abandoned due to the Hillsborough disaster in which 97 Reds supporters died. They are unbeaten against Forest in the competition in 127 years.
Forest, who have already eliminated the last two FA Cup winners Arsenal and Leicester City on their home patch, are challenging for a play-off berth and have lost only four times since Steve Cooper took over as manager in September.
Cooper spent five years on the coaching staff at Liverpool's Academy and was in charge of the under-18s team that reached the FA Youth Cup semi-final in 2013.
Liverpool have an impressive record in FA Cup quarter-finals since the shock 1-0 defeat at Watford back in 1970.
In 22 subsequent last eight ties, they have won 16, drawn five - which were then all won in the replay - and lost only once, a 2-1 home reverse to Tottenham Hotspur in 1995.