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Jira Automation Rules, Send Web Request and APIs protected by OAuth 2.0 Edited

Recently, I created an Automation Rule in Jira Software (Cloud) to make a REST Callout to a Salesforce API. Salesforce secures API calls with OAuth 2.0. As I could not find any articles regarding how to use OAuth with Jira Automation Rules, I am sharing what I worked out in the hope it will save others some time. Many APIs are secured by OAuth 2.0 so this information is broadly applicable.

OAuth 2.0 supports a bewildering number of options. Jira Automation Rules with Send web request only supports a few. I used the OAuth 2.0 Username-Password flow. Pros and cons are discussed in the linked article.

My objective was to make an outbound PUT /issue/{{issue.key}} to my Salesforce API whenever the value of a particular field changes on a Jira Issue (so Salesforce could update Jira Issues I had previously sync'd to it).


  1. Add an Automation rule on Settings -> System in the AUTOMATION section at the bottom by clicking the Create Rule button.
  2. Select Field value changed in the list of Triggers.
  3. Choose from Select a field and pick Edit Issue from the For select list then click the Save button.
  4. Next, click New action.
  5. Scroll down to the Notification section and pick Send web request. The purpose of this first request is to submit required information in order to get an OAuth access token back from Salesforce.
  6. The URL for starting an OAuth 2.0 flow with my Salesforce Sandbox is so I put that in the Webhook URL field. Had I been setting this up for Production, the URL would have been
  7. In Headers (optional), add a header Content-Type with a value of application/x-www-form-urlencoded. Note: this was required by Salesforce (even if you were able to use curl successfully without that header).
  8. Set HTTP method to POST.
  9. Set Webhook body to Custom data.
  10. Check Delay execution of subsequent rule actions...
  11. In the Custom data field, you add required information in a url-encoded form to get an access or session token. In my case (replacing capitalized items with actual values - Salesforce requires a token to be preceded by the password - these are separate values)...
  12. grant_type=password&client_id=CLIENT-ID&client_secret=CLIENT-SECRET&username=USERNAME&password=PASSWORDTOKEN
  13. Click the Save button.
  14. Under Add component, click New action.
  15. Under Notifications, click Send web request. This time, we'll make the call to the REST endpoint and provide the access token we received from the first step in the header of the second request.
  16. For my API, I entered{{issue.key}} in the Webhook URL field. Note the use of the Jira Issue key in the URL. This is specific to my API.
  17. Three Headers must be added:
    • Authorization with a value of Bearer {{webhookResponse.body.access_token}}. This is how you use a value from a previous Send web request. The access token (access_token) is the import value in the JSON it returned.
    • Accept with a value of application/json.
    • Content-Type with a value of application/json.
  18. For HTTP method, I selected PUT as required by my API in order to perform an update.
  19. Select Custom data from Webhook body select list.
  20. In the Custom data field, I entered the following (note the parameterized value containing the new value for my field):
  21. {
    "billingType": "{{fieldChange.toString}}"
  22. Click the Save button.
  23. Enter the name of your automation on the right and click the Turn it on button.

Once turned on, this Automation rule fires whenever my field is changed, gets an OAuth 2.0 access token from Salesforce, then calls my APEX REST endpoint to update the appropriate record in Salesforce. The approach would not have been possible without the relatively new feature Wait for response for Send web request.

By the way, when you're on step 11, it helps to expand Validate your webhook configuration (at the bottom) and click the Validate link to ensure you are sending the right data required to get an access/session token.

Hopefully, this information will save you some time if you need Automation Rules to interact with OAuth 2.0-protected APIs.


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