How to say he was proud of his brother. 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弟(otouto) (n) younger brotherが(ga) (prt) indicates sentence subject/indicates possessive/but/however/still/and自慢自慢(jiman) (n,vs,adj-no) pride/boastだっただった(datta) was。(。) Japanese period "."    
kareha otouto ga jiman datta 。
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Translation by bunbuku
2)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弟(otouto) (n) younger brotherを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,自慢自慢(jiman) (n,vs,adj-no) pride/boastし(shi) (num) 10^24/septillion/quadrillionていたno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb    
kareha otouto wo jiman shiteita
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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