flexirest.gemspec in flexirest-1.3.22 vs flexirest.gemspec in flexirest-1.3.24

@@ -30,8 +30,19 @@
   spec.add_development_dependency "api-auth", ">= 1.3.1"
   spec.add_development_dependency 'typhoeus'
 
   spec.add_runtime_dependency "multi_json"
   spec.add_runtime_dependency "crack"
-  spec.add_runtime_dependency "activesupport"
   spec.add_runtime_dependency "faraday"
+
+  # Use Gem::Version to parse the Ruby version for reliable comparison
+  # ActiveSupport 5+ requires Ruby 2.2.2
+  if Gem::Version.new(RUBY_VERSION) > Gem::Version.new('2.2.2')
+    spec.add_runtime_dependency "activesupport"
+  else
+    spec.add_runtime_dependency "activesupport", "< 5.0.0"
+  end
+  # JSON is an implicit dependency of something, but JSON v2+ requires Ruby 2+
+  if Gem::Version.new(RUBY_VERSION) < Gem::Version.new('2.0.0')
+    spec.add_runtime_dependency "json", "< 2.0.0"
+  end
 end