Exporting text based PDF from ArcMap using ArcPy?

This should be possible. A simplified workflow would look like:

1. Export your map to PDF
2. Use arcpy.SearchCursor to grab the list of restaurants from your feature class
3. Write that list to PDF using a recommendation from How to create PDF files in Python
4. Append the second PDF to the first using one of the methods described in How to append PDF pages using PyPDF2

I know that this can be done using ArcPy with either ArcGIS Pro or ArcMap, by using no Python libraries other than ArcPy, and that the code for doing it is non-trivial.

I designed an automated PDF map generating system in ArcMap for a state geological survey but by the time that was funded the implementation was done using ArcGIS Pro instead.

After the project was completed I developed an eLearning training course in ArcGIS Pro with ArcPy to teach the techniques involved. The key concept involved is that of table-like feature classes.

An example of the PDF output from the code taught in that course appears below.

As you can see, for any country the course code creates PDF map output where the number of report pages (in this case six, the first two shown) is determined by how many populated places are in that country.

The course is not free. It is called Challenging Times with Python and ArcPy for ArcGIS Pro and is published at Udemy.

Disclosure: I am the developer and presenter of the course recommended above.