Context manager to add a breakpoint at a particular code location

breakpoint_at.py

from pdb import Pdb, set_trace
from contextlib import contextmanager

@contextmanager
def debug_at(filename, lineno, condition=None):
    p = Pdb()
    filename = p.canonic(filename)
    break_command = f"break {filename}:{lineno}" + (f', {condition}' if condition else '')
    p.rcLines.append(break_command)
    p.rcLines.append('continue')
    try:
        p.set_trace()
        yield
    finally:
        p.clear_break(filename, lineno)

e.g.:

with debug_at("/Users/lucaswiman/.pyenv/versions/3.9.1/lib/python3.9/pathlib.py", 1076, condition="self == self"):
    pathlib.Path("Asdf")