diff --git a/Makefile b/Makefile
index d100dbf6e..5c1555182 100644
--- a/Makefile
+++ b/Makefile
@@ -2,7 +2,7 @@
 # which is normally not allowed to appear in a hashed dependency file.
 .PHONY: update-deps
 update-deps:
-	pip install --upgrade pip-tools pip setuptools
+	pip install --upgrade pip-tools 'pip<22' setuptools
 	pip-compile --upgrade --build-isolation --allow-unsafe --generate-hashes --output-file requirements/main.txt requirements/main.in
 	pip-compile --upgrade --build-isolation --allow-unsafe --generate-hashes --output-file requirements/dev.txt requirements/dev.in