diff --git a/pkgs/applications/version-management/redmine/Gemfile b/pkgs/applications/version-management/redmine/Gemfile
index 343c7b3a5470..b51096d16f3b 100644
--- a/pkgs/applications/version-management/redmine/Gemfile
+++ b/pkgs/applications/version-management/redmine/Gemfile
@@ -16,6 +16,9 @@ gem "nokogiri", (RUBY_VERSION >= "2.3" ? "~> 1.10.0" : "~> 1.9.1")
 gem "i18n", "~> 0.7.0"
 gem "xpath", "< 3.2.0" if RUBY_VERSION < "2.3"
 
+# TODO: Remove the following line when #32223 is fixed
+gem "sprockets", "~> 3.7.2"
+
 # Windows does not include zoneinfo files, so bundle the tzinfo-data gem
 gem 'tzinfo-data', platforms: [:mingw, :x64_mingw, :mswin]
 gem "rbpdf", "~> 1.19.6"
@@ -27,7 +30,7 @@ end
 
 # Optional gem for OpenID authentication
 group :openid do
-  gem "ruby-openid", "~> 2.3.0", :require => "openid"
+  gem "ruby-openid", "~> 2.9.2", :require => "openid"
   gem "rack-openid"
 end
 
diff --git a/pkgs/applications/version-management/redmine/Gemfile.lock b/pkgs/applications/version-management/redmine/Gemfile.lock
index 671d2bb4ac1f..aa434465b028 100644
--- a/pkgs/applications/version-management/redmine/Gemfile.lock
+++ b/pkgs/applications/version-management/redmine/Gemfile.lock
@@ -45,8 +45,8 @@ GEM
       i18n (>= 0.7, < 2)
       minitest (~> 5.1)
       tzinfo (~> 1.1)
-    addressable (2.6.0)
-      public_suffix (>= 2.0.2, < 4.0)
+    addressable (2.7.0)
+      public_suffix (>= 2.0.2, < 5.0)
     arel (9.0.0)
     builder (3.2.3)
     capybara (2.18.0)
@@ -56,21 +56,20 @@ GEM
       rack (>= 1.0.0)
       rack-test (>= 0.5.4)
       xpath (>= 2.0, < 4.0)
-    childprocess (1.0.1)
-      rake (< 13.0)
+    childprocess (3.0.0)
     concurrent-ruby (1.1.5)
-    crass (1.0.4)
+    crass (1.0.5)
     css_parser (1.7.0)
       addressable
     csv (3.0.9)
     docile (1.1.5)
-    erubi (1.8.0)
+    erubi (1.9.0)
     globalid (0.4.2)
       activesupport (>= 4.2.0)
     htmlentities (4.3.4)
     i18n (0.7.0)
     json (2.2.0)
-    loofah (2.2.3)
+    loofah (2.3.0)
       crass (~> 1.0.2)
       nokogiri (>= 1.5.9)
     mail (2.7.1)
@@ -80,18 +79,18 @@ GEM
     metaclass (0.0.4)
     method_source (0.9.2)
     mimemagic (0.3.3)
-    mini_mime (1.0.1)
+    mini_mime (1.0.2)
     mini_portile2 (2.4.0)
-    minitest (5.11.3)
-    mocha (1.8.0)
+    minitest (5.12.2)
+    mocha (1.9.0)
       metaclass (~> 0.0.1)
     mysql2 (0.5.2)
     net-ldap (0.16.1)
-    nio4r (2.3.1)
-    nokogiri (1.10.3)
+    nio4r (2.5.2)
+    nokogiri (1.10.4)
       mini_portile2 (~> 2.4.0)
     pg (1.1.4)
-    public_suffix (3.1.0)
+    public_suffix (4.0.1)
     puma (3.12.1)
     rack (2.0.7)
     rack-openid (1.4.2)
@@ -115,15 +114,15 @@ GEM
     rails-dom-testing (2.0.3)
       activesupport (>= 4.2.0)
       nokogiri (>= 1.6)
-    rails-html-sanitizer (1.0.4)
-      loofah (~> 2.2, >= 2.2.2)
+    rails-html-sanitizer (1.3.0)
+      loofah (~> 2.3)
     railties (5.2.3)
       actionpack (= 5.2.3)
       activesupport (= 5.2.3)
       method_source
       rake (>= 0.8.7)
       thor (>= 0.19.0, < 2.0)
-    rake (12.3.2)
+    rake (13.0.0)
     rbpdf (1.19.8)
       htmlentities
       rbpdf-font (~> 1.19.0)
@@ -131,18 +130,18 @@ GEM
     redcarpet (3.4.0)
     request_store (1.0.5)
     rmagick (2.16.0)
-    roadie (3.5.0)
+    roadie (3.5.1)
       css_parser (~> 1.4)
       nokogiri (~> 1.8)
     roadie-rails (1.3.0)
       railties (>= 3.0, < 5.3)
       roadie (~> 3.1)
     rouge (3.3.0)
-    ruby-openid (2.3.0)
-    rubyzip (1.2.3)
-    selenium-webdriver (3.142.3)
-      childprocess (>= 0.5, < 2.0)
-      rubyzip (~> 1.2, >= 1.2.2)
+    ruby-openid (2.9.2)
+    rubyzip (2.0.0)
+    selenium-webdriver (3.142.6)
+      childprocess (>= 0.5, < 4.0)
+      rubyzip (>= 1.2.2)
     simplecov (0.14.1)
       docile (~> 1.1.0)
       json (>= 1.8, < 3)
@@ -164,7 +163,7 @@ GEM
     websocket-extensions (0.1.4)
     xpath (3.2.0)
       nokogiri (~> 1.8)
-    yard (0.9.19)
+    yard (0.9.20)
 
 PLATFORMS
   ruby
@@ -193,9 +192,10 @@ DEPENDENCIES
   rmagick (~> 2.16.0)
   roadie-rails (~> 1.3.0)
   rouge (~> 3.3.0)
-  ruby-openid (~> 2.3.0)
+  ruby-openid (~> 2.9.2)
   selenium-webdriver
   simplecov (~> 0.14.1)
+  sprockets (~> 3.7.2)
   tzinfo-data
   yard
 
diff --git a/pkgs/applications/version-management/redmine/default.nix b/pkgs/applications/version-management/redmine/default.nix
index a3ba418a1463..e70850e88219 100644
--- a/pkgs/applications/version-management/redmine/default.nix
+++ b/pkgs/applications/version-management/redmine/default.nix
@@ -1,7 +1,7 @@
 { stdenv, fetchurl, bundlerEnv, ruby }:
 
 let
-  version = "4.0.4";
+  version = "4.0.5";
   rubyEnv = bundlerEnv {
     name = "redmine-env-${version}";
 
@@ -16,7 +16,7 @@ in
 
     src = fetchurl {
       url = "https://www.redmine.org/releases/${pname}-${version}.tar.gz";
-      sha256 = "0i5bmgdi3mahbis9hn0hk53rnz4ihp9yij4b4i07ny9vf3n4kp1a";
+      sha256 = "1s39qd3j27ryn3p01501iavbkyvikdxl3165nk8i8pgxcxlbxsk4";
     };
 
     buildInputs = [ rubyEnv rubyEnv.wrappedRuby rubyEnv.bundler ];
diff --git a/pkgs/applications/version-management/redmine/gemset.nix b/pkgs/applications/version-management/redmine/gemset.nix
index 34e459111f8a..e969d2bfee07 100644
--- a/pkgs/applications/version-management/redmine/gemset.nix
+++ b/pkgs/applications/version-management/redmine/gemset.nix
@@ -93,10 +93,10 @@
     dependencies = ["public_suffix"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0bcm2hchn897xjhqj9zzsxf3n9xhddymj4lsclz508f4vw3av46l";
+      sha256 = "1fvchp2rhp2rmigx7qglf69xvjqvzq7x0g49naliw29r2bz656sy";
       type = "gem";
     };
-    version = "2.6.0";
+    version = "2.7.0";
   };
   arel = {
     source = {
@@ -124,13 +124,12 @@
     version = "2.18.0";
   };
   childprocess = {
-    dependencies = ["rake"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1d2gasf988jh2k3fjb7i54c68rq6ni6jf9w0gnsfhrq94a6mprkz";
+      sha256 = "1ic028k8xgm2dds9mqnvwwx3ibaz32j8455zxr9f4bcnviyahya5";
       type = "gem";
     };
-    version = "1.0.1";
+    version = "3.0.0";
   };
   concurrent-ruby = {
     source = {
@@ -143,10 +142,10 @@
   crass = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0bpxzy6gjw9ggjynlxschbfsgmx8lv3zw1azkjvnb8b9i895dqfi";
+      sha256 = "030sc98kjrb36rh7g21qsbdfxrj6knsjkx0mn3b7gig8zknwhp2f";
       type = "gem";
     };
-    version = "1.0.4";
+    version = "1.0.5";
   };
   css_parser = {
     dependencies = ["addressable"];
@@ -176,10 +175,10 @@
   erubi = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1kagnf6ziahj0d781s6ryy6fwqwa3ad4xbzzj84p9m4nv4c2jir1";
+      sha256 = "1nwzxnqhr31fn7nbqmffcysvxjdfl3bhxi0bld5qqhcnfc1xd13x";
       type = "gem";
     };
-    version = "1.8.0";
+    version = "1.9.0";
   };
   globalid = {
     dependencies = ["activesupport"];
@@ -218,10 +217,10 @@
     dependencies = ["crass" "nokogiri"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1ccsid33xjajd0im2xv941aywi58z7ihwkvaf1w2bv89vn5bhsjg";
+      sha256 = "06kfq90vi38gv6i128f4zg462kj32szs5vsgm25hxgw9zd12pj9x";
       type = "gem";
     };
-    version = "2.2.3";
+    version = "2.3.0";
   };
   mail = {
     dependencies = ["mini_mime"];
@@ -268,10 +267,10 @@
   mini_mime = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1q4pshq387lzv9m39jv32vwb8wrq3wc4jwgl4jk209r4l33v09d3";
+      sha256 = "1axm0rxyx3ss93wbmfkm78a6x03l8y4qy60rhkkiq0aza0vwq3ha";
       type = "gem";
     };
-    version = "1.0.1";
+    version = "1.0.2";
   };
   mini_portile2 = {
     source = {
@@ -284,19 +283,19 @@
   minitest = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0icglrhghgwdlnzzp4jf76b0mbc71s80njn5afyfjn4wqji8mqbq";
+      sha256 = "0zjm24aiz42i9n37mcw8lydd7n0y7wfk27by06jx77ypcld3qvkw";
       type = "gem";
     };
-    version = "5.11.3";
+    version = "5.12.2";
   };
   mocha = {
     dependencies = ["metaclass"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "12aglpiq1h18j5a4rlwvnsvnsi2f3407v5xm59lgcg3ymlyak4al";
+      sha256 = "1s56iivmwpv4979hd25v3ghwwgy8ah15nh378lrj8czlh4kf5k5s";
       type = "gem";
     };
-    version = "1.8.0";
+    version = "1.9.0";
   };
   mysql2 = {
     source = {
@@ -317,19 +316,19 @@
   nio4r = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1a41ca1kpdmrypjp9xbgvckpy8g26zxphkja9vk7j5wl4n8yvlyr";
+      sha256 = "0gnmvbryr521r135yz5bv8354m7xn6miiapfgpg1bnwsvxz8xj6c";
       type = "gem";
     };
-    version = "2.3.1";
+    version = "2.5.2";
   };
   nokogiri = {
     dependencies = ["mini_portile2"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "02bjydih0j515szfv9mls195cvpyidh6ixm7dwbl3s2sbaxxk5s4";
+      sha256 = "0nmdrqqz1gs0fwkgzxjl4wr554gr8dc1fkrqjc2jpsvwgm41rygv";
       type = "gem";
     };
-    version = "1.10.3";
+    version = "1.10.4";
   };
   pg = {
     source = {
@@ -342,10 +341,10 @@
   public_suffix = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1c7c5xxkx91hwj4572hbnyvxmydb90q69wlpr2l0dxrmwx2p365l";
+      sha256 = "0xnfv2j2bqgdpg2yq9i2rxby0w2sc9h5iyjkpaas2xknwrgmhdb0";
       type = "gem";
     };
-    version = "3.1.0";
+    version = "4.0.1";
   };
   puma = {
     source = {
@@ -403,10 +402,10 @@
     dependencies = ["loofah"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1gv7vr5d9g2xmgpjfq4nxsqr70r9pr042r9ycqqnfvw5cz9c7jwr";
+      sha256 = "1icpqmxbppl4ynzmn6dx7wdil5hhq6fz707m9ya6d86c7ys8sd4f";
       type = "gem";
     };
-    version = "1.0.4";
+    version = "1.3.0";
   };
   railties = {
     dependencies = ["actionpack" "activesupport" "method_source" "rake" "thor"];
@@ -420,10 +419,10 @@
   rake = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1sy5a7nh6xjdc9yhcw31jji7ssrf9v5806hn95gbrzr998a2ydjn";
+      sha256 = "05l80mgaabdipkjsnjlffn9gc1wx9fi629d2kfbz8628cx3m6686";
       type = "gem";
     };
-    version = "12.3.2";
+    version = "13.0.0";
   };
   rbpdf = {
     dependencies = ["htmlentities" "rbpdf-font"];
@@ -470,10 +469,10 @@
     dependencies = ["css_parser" "nokogiri"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0b2qgr725hnscz3ldb607gwgjkr47ncs1jjnk6zh0h70p5dxrk2d";
+      sha256 = "1zihd316bkbnrinz5s1s7pg7s0cadhhj6qs7wmc713j0g6ai1k9r";
       type = "gem";
     };
-    version = "3.5.0";
+    version = "3.5.1";
   };
   roadie-rails = {
     dependencies = ["railties" "roadie"];
@@ -495,27 +494,27 @@
   ruby-openid = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0yzaf2c1i88757554wk38rxqmj0xzgmwk2zx7gi98w2zx42d17pn";
+      sha256 = "190p1m0bxd9xkfk1j6cpcv3x5c367g36nsglg4m1fcwqdd13k3kz";
       type = "gem";
     };
-    version = "2.3.0";
+    version = "2.9.2";
   };
   rubyzip = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1w9gw28ly3zyqydnm8phxchf4ymyjl2r7zf7c12z8kla10cpmhlc";
+      sha256 = "1gz0ri0pa2xr7b6bf66yjc2wfvk51f4gi6yk7bklwl1nr65zc4gz";
       type = "gem";
     };
-    version = "1.2.3";
+    version = "2.0.0";
   };
   selenium-webdriver = {
     dependencies = ["childprocess" "rubyzip"];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0i0jr4qrcvg5isc11ivjw7f9gywbimnz613k82bfcrnlzdf90mxy";
+      sha256 = "11abil34dr8p1kw7hlaqd6kr430v4srmhzf72zzqvhcimlfvm4yb";
       type = "gem";
     };
-    version = "3.142.3";
+    version = "3.142.6";
   };
   simplecov = {
     dependencies = ["docile" "json" "simplecov-html"];
@@ -606,9 +605,9 @@
   yard = {
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1w0i13a0vsw4jmlj59xn64rdsqcsl9r3rmjjgdca5i51m1q4ix6v";
+      sha256 = "0rxqwry3h2hjz069f0kfr140wgx1khgljnqf112dk5x9rm4l0xny";
       type = "gem";
     };
-    version = "0.9.19";
+    version = "0.9.20";
   };
 }
\ No newline at end of file