Tanmay Srivastava and Mukul Dagar got Uttar Pradesh's innings off to a fast start as the pair added 41 runs for the first wicket in 7.2 overs before Srivastava was clean bowled by left-arm fast-medium bowler Sheldon Cotterrell. Former India batsman Mohammad Kaif hit three boundaries in his 25-ball 16 before he was caught by Kieran Powell off Permaul's bowling.
Dagar had played well for his 42 until Tino Best rattled his stumps, and Uttar Pradesh slipped further into the abyss when Permaul had Arish Alam caught behind by Denesh Ramdin to leave the Indian domestic team struggling at 96 for 4.
Uttar Pradesh, however, dug themselves out of this slippery slope, thanks to the fifth wicket partnership of 107 runs between Parvinder Singh and Prashant Gupta. The partnership was broken by West Indies captain Darren Sammy just before stumps when he had Gupta (39) caught behind by Ramdin. The solid Singh, who has hit 11 boundaries and two sixes in his 101-ball 78*, will look to extend his stay in the middle when play resumes on Saturday.
Earlier in the day, West Indies resumed on their overnight score of 333 for 4, and Chanderpaul soon scored the nine runs he needed to get to the three-figure mark, but the veteran southpaw was dismissed for 112 by right-arm medium pacer Imtiaz Ahmed, who also took the wickets of Narsingh Deonarine (94) and Sammy, as the visitors slipped from 360 to 4 to 387-8.
Permaul (46*) and Best (35), though, frustrated Uttar Pradesh with their quick 67-run partnership for the ninth wicket as both the batsmen counter-attacked and used the long handle to good effect. RP Singh had Best caught by Imtiaz Ahmed before Dagar ran out Cotterrell to end the West Indies innings.
Imtiaz Ahmed (5-117) was the pick of the Uttar Pradesh bowler, but Uttar Pradesh captain and former India spinner Piyush Chawla had an outing to forget and finished with figures of 24-2-134-0.
BRIEF SCORES: West Indies 466 in 103.3 overs (S Chanderpaul 112, N Deonarine 94, Kieran Powell 64, Imtiaz Ahmed 5-117, RP Singh 3-86) vs Uttar Pradesh 206 for 5 in 53 overs (Parvinder Singh 78*, Mukul Dagar 42, Veerasammy Permaul 2-61).