How to say he worked very hard, but could make little progress. 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懸命no dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.勉強勉強(benkyou) (n,vs) study/diligence/discount/reductionしたした(shita) (n) did/a past form of the previous verb/tongue/tongue-like object/clapper/talonが(ga) (prt) indicates sentence subject/indicates possessive/but/however/still/and。(。) Japanese period "."たいしてたいして(taishite) (exp) for/in regard to/per進歩進歩(shinpo) (n,vs) progress/advance/improvement/developmentしなかったしなかった(shinakatta) (v) didn't do。(。) Japanese period "."    
kareha kenmei ni benkyou shitaga 。 taishite shinpo shinakatta 。
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2)彼は懸命に勉強したがたいして進歩しなかったerror newjap[彼は懸命に勉強したがたいて進歩しなかった] did not equal oldjap[彼は懸命に勉強したがたいして進歩しなかった] Splitting 彼は... split to 彼 and は saving [彼] to rollovers[0][0] Splitting 懸命... split to 懸命 and Splitting ... split to and Splitting ... split to and Splitting ... split to and Splitting ... split to and Splitting したがたいして... split to し and たがたいて saving [し] to rollovers[0][6] Splitting たがたいて... split to たがたいて and Splitting ... split to and Splitting ... split to and Splitting ... split to and    
kareha kenmei ni benkyou shitagataishite shinpo shinakatta
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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