The 20-year-old last week submitted a written transfer request to Kilmarnock after Rangers had four official offers turned down, including their last bid totalling £1.5million.
Celtic are thought to be lining up an offer with Hearts and Hibernian also linked with the player, who Killie rate at £2million.
Ibrox is believed to be the Scotland international's favoured destination and Brown sympathises with his plight.
"It's very difficult for him," said Brown. "The guy is one of the best young talents in Scotland and I think the saga has affected him, it has been ongoing for so long.
"I feel for the player but at the same time Kilmarnock have got a value, Rangers have a value and it's about them sorting that out.
"I know the boy would probably love to join Rangers but Rangers have got to meet Kilmarnock's demands."
The summer saga is in stark contrast to the defender's move to Rangers, from Dundee in 1988, which was drawn out on a beer mat in a matter of minutes.
"Graeme Souness said he was signing me and I said 'right, okay'," said Brown.
"The beer mat was signed and I got a couple of pints out of it, but that was about it."
With Rangers on Monday revealing their debt almost trebled to £16.5million last season, tonight's Champions League qualifier against FK Zeta is crucial to future transfer deals.
The Gers face the Montenegrin champions in the opening leg at Ibrox in the first of two hurdles they need to overcome to make the group stages.
"You see the money Celtic generated last year in the Champions League," said Brown.
"When Alex (McLeish) was there the season before it was the same because by getting to the last 16 the club was able to generate a lot of money.
"Rangers weren't able to afford Scott Brown in the transfer market this summer, so really, the Champions League is where the money is and you can't make that sort of cash domestically.
"So the Champions League is a must for a club like Rangers."
Brown has joined forces with boxer Barry Hughes and his Braveheart Promotions firm to offer advice and negotiating services to young footballers.
"I go back to when I signed for Rangers and Graeme Souness wrote my terms on a beer mat," said Brown.
"I drew up my own terms - I think my beer mat was worth more than my deal at the time.
"I look back and think I maybe was a bit naive, and you need someone else to help you out."