In English you have an fixed word order, except in interrogatives and exclamations.
It looks as this:
Subject + verb + object/complement - this is how an affirmative sentence looks like, normally.
From this your sentence 4. Max cleaned up it, is correct but since it is a verbal phrase consisting of two items you need to split them up and put the pronoun in between. I cannot explain this grammatically. perhaps another one can.
Jay