Arbroath dominated the match against East Stirlingshire at Gayfield but failed to convert numerous shots on the visitors’ goal and lost a crucial chance to go top of the league.
Arbroath manager Allan Moore felt a point was a fair result as they were held to a 1-1 draw against Elgin City at Borough Briggs.
Montrose came from behind to beat Berwick Rangers and climb up to sixth in League Two.
Dundee’s reward for beating Aberdeen at the weekend is a home tie against Celtic in the last 16 of the Scottish Cup.
Arbroath boss Allan Moore was delighted to see his side get back to winning ways after defeats from closest rivals Queen’s Park and Albion Rovers in the previous two League Two fixtures.
Scottish Cup holders St Johnstone and last year’s beaten finalists Dundee United have both been handed difficult fourth round ties after the draw was made this afternoon.
Gary Naysmithconceded that his side hadn’t been worth any more than the point they picked up at home to Annan.
Montrose never fully recovered from the early triple whammy of conceding a penalty and losing a player and a goal within four minutes.
Montrose manager George Shields was left regretting a “bad decision” by his goalkeeper Stuart McKenzie as the Gable Endies crashed to their first home league defeat at the hands of new League Two leaders Albion Rovers.
East Fife assistant boss Dougie Anderson was able to take plenty of positives from East Fife’s Fife Cup clash with Dunfermline despite their 2-1 defeat.