diff --git a/tests/docs-redirects/specs/top-level-directories.hurl b/tests/docs-redirects/specs/top-level-directories.hurl
index 7ebd4f3f..8b7a94a5 100644
--- a/tests/docs-redirects/specs/top-level-directories.hurl
+++ b/tests/docs-redirects/specs/top-level-directories.hurl
@@ -10,6 +10,11 @@ HTTP 301
 [Asserts]
 header "Location" == "https://localhost/3/c-api"
 
+GET {{host}}/deprecations
+HTTP 301
+[Asserts]
+header "Location" == "https://localhost/3/deprecations"
+
 GET {{host}}/distutils
 HTTP 301
 [Asserts]
@@ -85,6 +90,11 @@ HTTP 301
 [Asserts]
 header "Location" == "https://localhost/3/c-api/spam"
 
+GET {{host}}/deprecations/spam
+HTTP 301
+[Asserts]
+header "Location" == "https://localhost/3/deprecations/spam"
+
 GET {{host}}/distutils/spam
 HTTP 301
 [Asserts]