How to say he tried several times, but failed. in Japanese

1)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh何度何度(nando) (n) how many times?/how often?か(ka) (prt) indicates question/indicates choice, doubt, etc.試み試み(kokoromi) (n) trial/experimentたがたが(taga) (n) hoop/binding、(、) Japanese comma失敗失敗(shippai) (n,adj-no,vs) failure/mistake/blunderしたした(shita) (n) did/a past form of the previous verb/tongue/tongue-like object/clapper/talon。(。) Japanese period "."    
kareha nando ka kokoromi taga 、 shippai shita 。
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