How to say my brother tried many times to pass the examination, finally succeeding. in Japanese

1)兄(ani) (n) elder brother/older brotherは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh何度何度(nando) (n) how many times?/how often?も(mo) (prt) also/too/words of similar weight/about/as much as/even/more/further/other/again試験試験(shiken) (n,vs) examination/test/study/trial/experimentに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.挑戦挑戦(chousen) (n,vs) challenge/defianceしてして(shite) (prt) by/as/indicates patient of a causative expression/acts as a connective/adds emphasis/and then、(、) Japanese comma最後最後(saigo) last / end / finalにはには(niha) (prt) for/in order to合格合格(goukaku) (n,vs) success/passing/eligibilityしたした(shita) (n) did/a past form of the previous verb/tongue/tongue-like object/clapper/talon。(。) Japanese period "."    
ani ha nando mo shiken ni chousen shite 、 saigo niha goukaku shita 。
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