Alkylation, and not fluorination.
I'm afraid you're wrong in saying "you fluorinate it to the triflouro alkyl derivative". What you do in the process you've described is you alkylate; the alkyl group has 3 flourines in it.
There maybe a competing effect, too. You have 3 Fs and a Br. Decide which one is stronger. If you turn out to have Br as the stronger of the two towards the H of NH2 of aniline, you have the alkylation done successfully. Otherwise, you will have to go for other reactants.
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