diff --git a/example/advanced/Dockerfile b/example/advanced/Dockerfile
index 490cc8dd..09ad4240 100644
--- a/example/advanced/Dockerfile
+++ b/example/advanced/Dockerfile
@@ -1,6 +1,6 @@
 FROM python:3.10-alpine
 
-RUN pip3 install pyjwt~=2.4.0 flask~=2.0.3
+RUN pip3 install 'pyjwt>=2.4.0,<3' 'flask>=2.2.3'
 
 ENV FLASK_DEBUG=1
 ENV PYTHONUNBUFFERED=0