The Importance of Reliable Connectivity in Entra ID

Connectivity Issues in the Installation Wizard

Key Points:

Microsoft Entra Connect Versions:
- v2 and later: Use the Microsoft Authentication Library (MSAL).
- v1.6.xx.x and earlier: Use the Active Directory Authentication Library (ADAL), which is deprecated as of June 2022.
Configuration Files:
- Ensure that the machine.config file is correctly configured. This file is critical for the installation wizard and sync engine, as both are .NET applications.
- Avoid modifying miiserver.exe.config because updates overwrite this file.
Proxy Requirements:
- The proxy server should have specific URLs opened.

Error: “Unable to validate credentials”
- Cause: The wizard can’t reach the proxy server or internet.
- Solution: Verify the machine.config file and ensure the proxy allows required URLs.
Error: “MFA endpoint can’t be reached”
- Cause: The endpoint https://secure.aadcdn.microsoftonline-p.com isn’t accessible.
- Solution: Add the endpoint to the proxy configuration.
Error: “Password can’t be verified”
- Cause: Incorrect or temporary password.
- Solution: Test the credentials by signing in at Microsoft Online Login on a different machine.
Error: “Proxy Authentication Required (407)”
- Cause: Proxy server requires authentication, but credentials weren’t provided.
- Solution: Configure authentication settings in machine.config.
Error: “Proxy Forbidden (403)”
- Cause: Proxy hasn’t been opened for the required URL.
- Solution: Review proxy configuration and open the necessary URLs.

o check if the Microsoft Entra Connect server can connect to the proxy and the internet:

Open PowerShell.
Run the following cmdlet:
Invoke-WebRequest -Uri https://adminwebservice.microsoftonline.com/ProvisioningService.svc
- Success (Status code 200): If connectivity is configured correctly, the response will indicate success.
- Failure: Errors like “Unable to connect to the remote server” or “Proxy Authentication Required” suggest issues with the proxy configuration.

Microsoft Entra Connect may require up to 5 minutes to process export requests, especially for large group memberships.

Ensure the proxy idle timeout is set to greater than 5 minutes to prevent intermittent connectivity issues.

Error	Description	Solution
Invalid Grant	Incorrect username or password.	Verify credentials and retry.
Unknown User Type	Directory not found or unverified domain.	Check the domain and ensure it’s verified in Microsoft Entra ID.
User Password Expired	Password expired.	Reset or update the password.
Authorization Failure	User lacks permissions for the requested operation.	Ensure the user has necessary permissions in Microsoft Entra ID.