This LTspice model is sufficient to model the signal passing through a via.
T1 is the line on one side of the PCB. T2 will become the via, if it is shortened. T3 is the line on the opposite side of the PCB. Values that are unusual are marked with an asterisk, so they will not be missed or forgotten.
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This is the TDR response due to the T2 (via) impedance and the capacitive termination.
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The green shows the driver pulse, the yellow the TD reflected signal, and the red the destination signal. TDR times are twice the transit times.
Notice how T2, the higher impedance line, shows as a higher voltage.
Notice how the capacitive load shows as a downward pulse, series inductance would make a positive pulse.
Notice the final output voltage settles to slightly greater than 0.5V, because the termination resistance is greater than 50R.
Following the capacitive pulse in the TDR, are secondary echos of the capacitive pulse in both end mismatches of T2, first positive, then negative. Change Zo of T2 to say 40R, so the T2 voltage will step down, and see those two echos invert.
This model shows how TDR can look down a line at impedance discontinuities, and how the reflection can be interpreted. That will give you an understanding of TDR. To model a real via using this schematic, you will need to significantly shorten the length of T2, and greatly reduce the rise time of the test pulse. Short TLs, and fast rise-times, will slow down the simulation.
The two text files are the source LTspice files, wrapped so they can be attached to this thread, then downloaded and run.