/Naruto shippuden 4th movie
I am sure it happened after Jiraiya dies since Naruto states his teacher is now dead. Now how it could actually fit is beyond me since after he dies Naruto goes to do the training to gain sage mode then comes back and fights pain right away. But I suppose I shouldn't expect movies to be cannon.
Yeah I agree if the live action movie goes like I expect it will rush thru many important parts but I really don't think the writers/producers will care. It will draw money and more than likely be made into some sort of love story...Of course I hope I am wrong and just use to American movies based on other forms of media, perhaps in Japan it will be done right.