East Fife 0-1 Brora Rangers
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Brora Rangers reached the last 16 of the Scottish Cup for the first time after beating East Fife.
The Highland League side were in front by the 12th minute, Colin Williamson heading home.
The Fifers threatened through Mark Lamont, Patrick Slattery, Chris Duggan, Chris Kane and Craig Thomson.
But Brora held firm to knock a League One side out of the cup for the second round in a row, having beaten Stranraer last time.
The side sitting seventh in the Highland League have also progressed to the fifth round without conceding a goal in the competition.
'I'm just trying to take it in. It's history - Brora manager Ross Tokely
Post-match reaction
East Fife manager Darren Young: "Absolutely gutted in there, but congratulations to Brora.
"We have an inability to defend set pieces and that was shown again.
"They got their goal and worked hard, defended very well.
"We had enough chances to win a couple of games, missed an open goal, free-kicks off the post. If you don't take your chances, you're out.
"It's not a good feeling. No disrespect to Brora, but we're League One side and should be beating teams from the Highland League.
"They defended well, we never; they took their chance, we never.
"We gave the boys enough information and it boiled down to one man not picking up and a free header at a corner."
Brora Rangers manager Ross Tokely: "I'm just trying to take it all in. The boys are going absolutely mental in there and I don't have much of a voice left.
"They were tremendous, although we rode our luck a bit in the second half.
"But, in Scottish Cup games, you have to sit in sometimes and we got the goal - a great corner from Gavin Morrison and Colin Williamson goes and puts it in the net.
"We hung in, but what a shift we put in and, from the starting XI to the subs. I'm just so proud of them.
"It is history, the chairman's delighted because we've got through and get some money and, for a club like us, part-time and in the Highland League, it means a lot.
"That's the second side from League One we've beat this season and they can be proud of themselves."