I am having trouble connecting from an Azure Point-to-Site VPN to an Azure Web App via private endpoint.

kvidhul-3447 20 Reputation points
2024-07-30T21:36:14.1833333+00:00

The VPN is in an Azure Virtual WAN Hub, and I have an on-premises Site-to-Site connection and peered virtual networks in Azure virtual wan hub. Web Apps are configured with a private endpoint in one of the peered virtual networks to Virtual wan hub.

  1. Point-to-site vpn is configured with on-premise dns server ip, azure firewall private ip as dns server.
  2. Virtual wan - hub is connected to virtual networks in azure and private endpoints are created in one of the subnets of this connected virtual networks.
  3. No NSG, Firewall rules to block traffic from subnets and in virtual hub.
  4. when i am connected to azure vpn point to site, and ping the web app - resolving to public ip of web app.
  5. i have configured private dns zone for privatelink.azurewebsites.net and also added A record in my privatednszone myzone.com
  6. i can resolve private endpoint ip address when i am connected via VM in one of the peered virtual networks.

Current network:

Virtual wan - 1 hub, 2 virtual networks connected to virtual wan hub, SIte-to-site vpn, point-to-site vpn,

web apps (enabled with private endpoint - connected to one of the virtual networks subnet), SQL servers (enabled with private endpoint - connected to one of the virtual networks subnet)

Private dns zone in azure connected to vnet peered with virtual wan hub.

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