In the image, $AB=CD=5$, $BC=2$. Then $AD=?$
My try
I extended $BC$ until intersecting $AD$, and i extended $CD$ until intersecting $AB$. After that i tried angle chasing inside the new triangles but i got nothing. Any hints?
This problem is meant to be resolved without trigonometry.

This looks like a trick question: the construction with all declared properties does not exist.
Let $\angle BAC=\angle ADC=\alpha$, $\angle CBA=\beta$, $E=BC\cap AD$ and let's ignore for the moment that we have a condition $\angle CBA=2\angle BAC$.
Then (as it was already noted in other answers) we must have
\begin{align} \angle ECA&=\angle EAC=\alpha+\beta ,\\ |ED|&=|AC|=|AE| ,\\ |CE|&=|BC|=2 . \end{align}
Let $F$ be the median (and the altitude) of the isosceles $\triangle AEC$. Then we must recognize $\triangle AFB$ as the famous $3-4-5$ right-angled triangle, with $|AF|=4$. Now we can easily find $|AE|$ and $|AD|$:
\begin{align} \triangle EFA:\quad |AE|&=\sqrt{|AF|^2+|FE|^2}=\sqrt{17} ,\\ \end{align}
and we are tricked to state that we have the answer: \begin{align} |AD|&=2|AE|= 2\sqrt{17} . \end{align}
Ant it would be indeed the correct answer, in case when we do not have any relations between the angles $\alpha$ and $\beta$ .
Otherwise we must check that the other declared conditions hold, that is, \begin{align} \angle BAC=\alpha&=x ,\\ \angle CBA=\beta&=2x , \end{align}
in other words
\begin{align} \angle CBA&=2\angle BAC . \end{align}
Let's check if the following is true:
\begin{align} \triangle AFC:\quad\alpha+\beta& =x+2x=3x=\arctan4 ,\\ \triangle AFB:\phantom{\quad\alpha+}\beta &=2x = \arctan\tfrac43 . \end{align}
So, the following must be true: \begin{align} \tfrac13\arctan4&= \tfrac12\arctan\tfrac43 , \end{align} but this is false, since \begin{align} \tfrac13\arctan4 &\approx 0.4419392213 ,\\ \tfrac12\arctan\tfrac43 &\approx 0.4636476090 , \end{align}
thus the original question does not have a valid solution.
Edit Another illustration that given geometric construction is invalid.
Triangle $ABC$ with given constraints on the angles and side lengths uniquely defines $x$:
\begin{align} \triangle ABC:\quad \frac{|BC|}{\sin x}&= \frac{|AB|}{\sin 3x} ,\\ \frac{2}{\sin x}&= \frac{5}{\sin x \,(3-4\sin^2x)} ,\\ \sin^2x&=\tfrac18 ,\\ \sin x&=\tfrac{\sqrt2}4 ,\\ x&=\arcsin\tfrac{\sqrt2}4\approx 20.7^\circ , \end{align}
Given $x$, we can construct $\triangle ABC$ and the point $D$, but the ray $DX:\angle XDC=x$ will miss the point $A$, and the real picture should in fact look like this: