YOU SAID:

So I asked my brother to say a random phrase and he said I don't know

INTO JAPANESE

だから私は兄にランダムなフレーズを言うように頼みました

BACK INTO ENGLISH

So I asked my brother to say a random phrase

INTO JAPANESE

兄にランダムフレーズを言うように頼みました

BACK INTO ENGLISH

I asked my brother to say a random phrase

INTO JAPANESE

私は兄にランダムなフレーズを言うように頼みました

BACK INTO ENGLISH

I asked my brother to say a random phrase