Stuart Findlay’s late equaliser kept Kilmarnock’s Viaplay Cup destiny in their own hands despite Raith Rovers claiming the bonus point at Rugby Park.
Findlay sealed a 2-2 draw which ultimately saw Killie move a point behind Group F leaders Dunfermline, who have completed their fixtures and sit on eight points.
Killie will qualify with victory at Albion Rovers on Saturday while Raith will visit Annan looking to finish on nine points.
Innes Cameron gave Killie the lead three minutes before the interval when he volleyed home Fraser Murray’s cross from close range.
Dylan Easton levelled in off the post within a minute of the second half starting and Liam Dick put the Fifers in front in the 74th minute.
Findlay equalised with 10 minutes left following Danny Armstrong’s free-kick into the box and the game went to penalties.
Armstrong saw Killie’s first effort saved by Kevin Dabrowski before Easton missed the chance to seal the bonus point, however the Rovers keeper denied Cameron to seal a 5-4 triumph.
Dundee retained a chance of progress from Group E as they bounced back from defeat by Airdrie to beat Dumbarton 3-1 at Dens Park.
Zach Robinson hit a double, the second one from the spot, while Mexican Diego Pineda struck his first goal for Dundee. Tony Wallace replied for the visitors.
Dundee host Inverness on Sunday but Airdrie could wrap the group up beforehand when they travel to Bonnyrigg.
Ross County are the only Premiership team with a perfect record after winning 3-1 at Edinburgh City.
Connor Randall opened the scoring for the Staggies at Meadowbank Stadium when he supplied a close-range finish after a 20th-minute corner.
Simon Murray headed the second three minutes after half-time before Ryan Shanley hit back quickly. Jordan White bundled home just before the hour mark to restore County’s two-goal cushion.
The victory put Malky Mackay’s men three points ahead of Morton and Kelty Hearts, who visit Dingwall on Saturday, in Group D.
Goals from Blair Henderson and Cameron Russell earned Spartans a 2-1 victory at Peterhead which kept the Lowland League champions well in the hunt for qualification.
They joined Group B leaders Dundee United and Partick Thistle on six points but United have finished their campaign and can no longer qualify.
Spartans travel to Firhill on Saturday while Falkirk are looking to add to their five-point tally when they host Peterhead.