# Bootstrap error with ai plugin, bundle exec rake db:migrate

**URL:** https://meta.discourse.org/t/bootstrap-error-with-ai-plugin-bundle-exec-rake-db-migrate/371514
**Category:** Support
**Tags:** ai
**Created:** [June 24, 2025, 4:12pm UTC](https://meta.discourse.org/t/bootstrap-error-with-ai-plugin-bundle-exec-rake-db-migrate/371514 "2025-06-24T16:12:40Z")
**Posts on this page:** 1
**Showing post:** 1

<div class="post-metadata">

### Author: ![Thomas\_Rother](https://sea3.discourse-cdn.com/meta/user_avatar/meta.discourse.org/thomas_rother/32/423597_2.png) [@Thomas\_Rother](https://meta.discourse.org/u/Thomas_Rother)
#### Post date: [June 24, 2025, 4:12pm UTC](https://meta.discourse.org/t/bootstrap-error-with-ai-plugin-bundle-exec-rake-db-migrate/371514/1 "2025-06-24T16:12:40Z")

</div>

I am facing a bootstrap error on the current 3.5.0.beta7-dev as soon as I include the AI plugin into a web\_only container setup. The same build works fine **without** this plugin.

From reading [Upgrade Error - rake db:migrate index on theme\_field\_id - #7 by pfaffman](https://meta.discourse.org/t/upgrade-error-rake-db-migrate-index-on-theme-field-id/278935/7) I suspect that the root cause is a missing extension on the (external) postgres server 13.20. The server has the extensions **hstore, pg\_trgm, plpgsql, unaccent** and is also used for a productive discourse installation which uses the same code, but without the AI plugin yet.

**Can someone identify the required postgres extensions for the AI plugin?** I could not find this info in the [Discourse AI - Self-Hosted Guide](https://meta.discourse.org/t/discourse-ai-self-hosted-guide/259598) . Similar bug postings such as [AI Plugin Build Error - 'bundle exec rake db:migrate' failed](https://meta.discourse.org/t/ai-plugin-build-error-bundle-exec-rake-db-migrate-failed/288104) use a different scenario and may not be related to my operational use case here …

Relevant parts of the web\_only.yaml

```plaintext
templates:  
 - "templates/web.template.yml"  
 ## Uncomment the next line to enable the IPv6 listener  
 #- "templates/web.ipv6.template.yml"  
 - "templates/web.ratelimited.template.yml"  
 - "templates/web.socketed.template.yml"  
 ## Uncomment these two lines if you wish to add Lets Encrypt (https)  
 #- "templates/web.ssl.template.yml"  
 #- "templates/web.letsencrypt.ssl.template.yml"

[...]

## configure connectivity to the databases  
 DISCOURSE_DB_SOCKET: ''  
 DISCOURSE_DB_USERNAME: discourse2  
 DISCOURSE_DB_NAME: discourse2  
 DISCOURSE_DB_PASSWORD: xxx  
 DISCOURSE_DB_HOST: 10.10.10.xx
# redis caching on the neighbouring container  
 DISCOURSE_REDIS_HOST: redis

[...]

## Plugins go here  
## see https://meta.discourse.org/t/19157 for details  
hooks:
 after_code:  
   - exec:  
       cd: $home/plugins  
       cmd:  
         - git clone https://github.com/discourse/docker_manager.git  
         - git clone https://github.com/discourse/discourse-shared-edits.git  
         - git clone https://github.com/discourse/discourse-chat-integration.git  
         - git clone https://github.com/discourse/discourse-openid-connect.git  
         - git clone https://github.com/discourse/discourse-calendar.git  
         - git clone https://github.com/angusmcleod/discourse-events.git  
         - git clone https://github.com/discourse/discourse-data-explorer.git  
         - git clone https://github.com/discourse/discourse-reactions.git  
         - git clone https://github.com/discourse/discourse-chat.git  
         - git clone https://github.com/discourse/discourse-ai.git  
         - git clone https://github.com/discourse/discourse-topic-voting.git  
         - git clone https://github.com/discourse/discourse-post-voting.git  
         - git clone https://github.com/discourse/discourse-user-notes.git  
         - git clone https://github.com/discourse/discourse-solved.git  
         - git clone https://github.com/discourse/discourse-docs-card-filter.git  
         - git clone https://github.com/discourse/discourse-doc-categories.git  
         - git clone https://github.com/discourse/discourse-assign.git  
         - git clone https://github.com/discourse/discourse-templates.git  
         - git clone https://github.com/discourse/discourse-saved-searches.git  
         - git clone https://github.com/discourse/discourse-tooltips.git  
         - git clone https://github.com/discourse/discourse-category-experts.git  
         - git clone https://github.com/discourse/discourse-activity-pub.git  
         - git clone https://github.com/discourse/discourse-follow.git  
         - git clone https://github.com/nathan-nz/discourse-wikified-posts.git  
         - git clone https://github.com/discourse/discourse-whos-online.git  
         - git clone https://github.com/merefield/discourse-workflow.git
[...]

## for operation behind haproxy load balancer with local nginx on the container host    
 - replace:  
     filename: /etc/nginx/conf.d/discourse.conf  
     from: "types {"  
     to: |  
       set_real_ip_from 127.0.0.1/24;  
       set_real_ip_from 10.0.0.0/24;  
       real_ip_header X-Forwarded-For;  
       real_ip_recursive on;  
       proxy_set_header Host $http_host;  
       proxy_set_header X-Request-Start “t=${msec}”;  
       proxy_set_header X-Forwarded-For $proxy_add_x_forwarded_for;  
       proxy_set_header X-Forwarded-Proto https; # replaced $thescheme;  
       proxy_set_header X-Real-IP $remote_addr;  
       types {
[...]

```

sudo docker logs -t --tail 1000 web\_only

```plaintext
gem install ice_cube -v 0.16.4 -i /var/www/discourse/plugins/discourse-events/gems/3.3.6 --no-document --ignore-dependencies --no-user-install  
Successfully installed ice_cube-0.16.4  
1 gem installed  
gem install icalendar -v 2.8.0 -i /var/www/discourse/plugins/discourse-events/gems/3.3.6 --no-document --ignore-dependencies --no-user-install  
ActiveSupport is required for TimeWithZone support, but not required for general use.  
Successfully installed icalendar-2.8.0  
1 gem installed  
gem install icalendar-recurrence -v 1.1.3 -i /var/www/discourse/plugins/discourse-events/gems/3.3.6 --no-document --ignore-dependencies --no-user-install  
Successfully installed icalendar-recurrence-1.1.3  
1 gem installed  
gem install multipart-post -v 2.4.0 -i /var/www/discourse/plugins/discourse-workflow/gems/3.3.6 --no-document --ignore-dependencies --no-user-install  
Successfully installed multipart-post-2.4.0  
1 gem installed  
gem install faraday-multipart -v 1.0.4 -i /var/www/discourse/plugins/discourse-workflow/gems/3.3.6 --no-document --ignore-dependencies --no-user-install  
Successfully installed faraday-multipart-1.0.4  
1 gem installed  
gem install event_stream_parser -v 1.0.0 -i /var/www/discourse/plugins/discourse-workflow/gems/3.3.6 --no-document --ignore-dependencies --no-user-install  
Successfully installed event_stream_parser-1.0.0  
1 gem installed  
gem install ruby-openai -v 8.1.0 -i /var/www/discourse/plugins/discourse-workflow/gems/3.3.6 --no-document --ignore-dependencies --no-user-install  
Successfully installed ruby-openai-8.1.0  
1 gem installed  
== 20230710171141 EnablePgVectorExtension: migrating ==========================  
-- enable_extension(:vector)  
  
  
  
FAILED  
--------------------  
Pups::ExecError: cd /var/www/discourse && su discourse -c 'bundle exec rake db:migrate' failed with return #<Process::Status: pid 3914 exit 1>  
Location of failure: /usr/local/lib/ruby/gems/3.3.0/gems/pups-1.2.1/lib/pups/exec_command.rb:132:in `spawn'  
exec failed with the params {"cd"=>"$home", "tag"=>"migrate", "hook"=>"db_migrate", "cmd"=>["su discourse -c 'bundle exec rake db:migrate'"]}  
bootstrap failed with exit code 1  
**FAILED TO BOOTSTRAP** please scroll up and look for earlier error messages, there may be more than one.  
./discourse-doctor may help diagnose the problem.  
3fac1371a3dd8b0d59760e492965c1d7ebb8a09e99549a9483596453f95ce871

```

---

_[View the full topic](https://meta.discourse.org/t/bootstrap-error-with-ai-plugin-bundle-exec-rake-db-migrate/371514)._
