diff --git a/app/main.py b/app/main.py
index ff4e4f52..6d06c32d 100644
--- a/app/main.py
+++ b/app/main.py
@@ -42,7 +42,7 @@ async def robots(request):
     app.run(
         host="0.0.0.0",
         port=5000,
-        auto_reload=settings.DEBUG,
+        debug=settings.DEBUG,
         access_log=False,
         motd=False,
         fast=True,
diff --git a/app/utils/urls.py b/app/utils/urls.py
index 9960edbe..af8a82f2 100644
--- a/app/utils/urls.py
+++ b/app/utils/urls.py
@@ -56,6 +56,7 @@ def clean(url: str) -> str:
 
     # Replace invalid regex escape sequences
     url = url.replace("\\", "~b")
+    url = url.replace("\n", "~n")
 
     # Replace spaces with underscores
     url = url.replace(" ", "_")
diff --git a/app/views/shortcuts.py b/app/views/shortcuts.py
index 76cbadf3..e30dc0c5 100644
--- a/app/views/shortcuts.py
+++ b/app/views/shortcuts.py
@@ -97,25 +97,34 @@ async def custom_path(request, template_id, text_paths):
         logger.warning(f"Fixing trailing quote: {text_paths}")
         text_paths = text_paths.rstrip('"')
 
-    if "." in text_paths.strip(".") and text_paths.split(".")[-1].isalnum():
-        text_filepath = text_paths
-    elif text_paths.startswith("."):
+    if text_paths.startswith("."):
         return response.redirect(
             request.app.url_for(
                 "images.detail_blank",
                 template_filename=f"{template_id}{text_paths}",
             )
         )
-    else:
-        text_filepath = text_paths + "." + settings.DEFAULT_EXTENSION
 
-    if not settings.DEBUG:
+    try:
+        url = request.app.url_for(
+            "images.detail_text",
+            template_id=template_id,
+            text_filepath=text_paths,
+            **params,
+        )
+    except exceptions.URLBuildError as e:
+        if "text_filepath" in str(e):
+            logger.warning(f"Handing missing extension: {e}")
+        else:
+            raise
         url = request.app.url_for(
             "images.detail_text",
             template_id=template_id,
-            text_filepath=text_filepath,
+            text_filepath=text_paths + "." + settings.DEFAULT_EXTENSION,
             **params,
         )
+
+    if not settings.DEBUG:
         return response.redirect(url)
 
     template = models.Template.objects.get_or_create(template_id)