Blues make 11 changes for cup clashPaul Cook hands debuts to five players at Coventry tonight.
There are starts for summer signings Tom Davies, Adam Buxton, Amine Linganzi and Curtis Main.
Teenage keeper Alex Bass also makes his first appearance between the sticks.
Adam Barton skippers the side, while fellow former Sky Blues Michael Doyle and Carl Baker are on the bench.
Pompey: Bass; Buxton, T.Davies, Barton (c), Naismith; May, Linganzi; Evans, Bennett, Tollitt; Main
Subs: O'Brien, Talbot, Whatmough, Doyle, Baker, Chaplin, Hunt