diff --git a/.github/workflows/main.yml b/.github/workflows/main.yml
index 6b3888f57d..24a76ff250 100644
--- a/.github/workflows/main.yml
+++ b/.github/workflows/main.yml
@@ -174,6 +174,18 @@ jobs:
       env:
         PRISM_BUILD_MINIMAL: "1"
 
+  build-with-various-compilers:
+    runs-on: ubuntu-latest
+    steps:
+    - uses: actions/checkout@v6
+    - name: Set up Ruby
+      uses: ruby/setup-ruby@v1
+      with:
+        ruby-version: ruby
+        bundler-cache: true
+    - name: Build with various compilers
+      run: bundle exec rake build_in_docker
+
   build-java:
     runs-on: ubuntu-latest
     env:
diff --git a/Rakefile b/Rakefile
index eb96249985..421a4df697 100644
--- a/Rakefile
+++ b/Rakefile
@@ -76,3 +76,22 @@ namespace :build do
   desc "Build a development version of the gem"
   task dev: ["build:dev_version_set", "build", "build:dev_version_clear"]
 end
+
+task :build_in_docker => :templates do
+  # Versions from https://github.com/ruby/ruby/blob/master/.github/workflows/compilers.yml
+  versions = (7..15).to_a
+  versions.each do |version|
+    dockerfile = <<~DOCKERFILE
+    FROM docker.io/library/gcc:#{version}
+    COPY Makefile /prism/
+    COPY src /prism/src
+    COPY include /prism/include
+    WORKDIR /prism
+    RUN gcc --version
+    RUN make SOEXT=so
+    DOCKERFILE
+    File.write 'Dockerfile', dockerfile
+    sh "docker build ."
+    rm 'Dockerfile'
+  end
+end
diff --git a/include/prism/internal/parser.h b/include/prism/internal/parser.h
index 3afe226757..4320cf4029 100644
--- a/include/prism/internal/parser.h
+++ b/include/prism/internal/parser.h
@@ -9,6 +9,7 @@
 #include "prism/internal/list.h"
 #include "prism/internal/options.h"
 #include "prism/internal/static_literals.h"
+#include "prism/internal/strpbrk.h"
 
 #include "prism/ast.h"
 #include "prism/line_offset_list.h"
@@ -168,7 +169,7 @@ typedef struct pm_lex_mode {
              * This is the character set that should be used to delimit the
              * tokens within the list.
              */
-            uint8_t breakpoints[11];
+            uint8_t breakpoints[PM_STRPBRK_CACHE_SIZE];
         } list;
 
         struct {
@@ -190,7 +191,7 @@ typedef struct pm_lex_mode {
              * This is the character set that should be used to delimit the
              * tokens within the regular expression.
              */
-            uint8_t breakpoints[7];
+            uint8_t breakpoints[PM_STRPBRK_CACHE_SIZE];
         } regexp;
 
         struct {
@@ -223,7 +224,7 @@ typedef struct pm_lex_mode {
              * This is the character set that should be used to delimit the
              * tokens within the string.
              */
-            uint8_t breakpoints[7];
+            uint8_t breakpoints[PM_STRPBRK_CACHE_SIZE];
         } string;
 
         struct {