Russia would first have to be a "normal country". It would need an educated populace and a non-extractive (manufacturing or services) economy. It suffers from both a resource curse and Dutch disease. It is difficult to form a middle class that's independent of state institutions and employment. It has poor demographics and brain drain. It has no independent elites (academics, journalists, judges, business people), so the only restorative force in the society is brutal punishment for non-alignment with a cult of personal power.
Even if Putin wanted to join the E.U., the economy, social structures and institutions, and uneducated voting populace wouldn't allow it to be stable enough to join.
Russia at this point can't even be a successful authoritarian state like China. It's hard to say that it will never be a democracy, but those with a memory of the 1990's find that idea traumatic. Looking far forward in time, eventually global oil independence and demographic decline may force economic reform.
It's not just literacy, although that's nearly required to engage in the public discourse. It's really more like indoctrination. The voting populace has to have an implicit belief in public institutions, believe that attempting to vote or losing a vote is not cataclysmic (not a great reason for violence or retribution), and have patience that the system will gradually correct with future votes rather than require a authoritarian to restore order. I think you can also add a distaste for cults of personalities, and a willingness to vote in disagreement with religious leaders. Lastly, voters have to have a shared delusion that their vote matters, which it practically does not (economic value of voting is negative for the individual).
Russia likely doesn't meet these requirements, and the U.S. has had many failed democratic experiments in places like Afghanistan where this culture is missing.
Even if Putin wanted to join the E.U., the economy, social structures and institutions, and uneducated voting populace wouldn't allow it to be stable enough to join.
Russia at this point can't even be a successful authoritarian state like China. It's hard to say that it will never be a democracy, but those with a memory of the 1990's find that idea traumatic. Looking far forward in time, eventually global oil independence and demographic decline may force economic reform.