First things first, fix up those compiler errors. I had quite a few, but they were easy and pretty much the same few things:

• Rename IRailsEngineContext to IEngineContext
• Change Filter methods to accept IController and IControllerContext instead of just Controller.
• No more Context.Url, now it is Context.Request.Url
• SetController method on helpers has changed to take IController and IControllerContext instead of Controller.
• Since helpers now use IController instead of Controller there may be several missing methods or properties so just cast it to an instance of Controller.

I'm so glad I have unit tests. When I first ran them I had many failures, but it was one fix:

Error:

Inner Exception
NHibernate.HibernateException
Message: Could not instantiate dialect class
Source: NHibernate

Problem:

The key names for NHibernate configuration have changed

Solution:

Change your ActiveRecord configuration entries from this

<add key="hibernate.connection.driver_class" value="NHibernate.Driver.SqlClientDriver" />

to

<add key="connection.driver_class" value="NHibernate.Driver.SqlClientDriver" />

Then to get my site up and running:

Error:

Configuration Error

Description: An error occurred during the processing of a configuration file required to service this request. Please review the specific error details below and modify your configuration file appropriately.
Parser Error Message: Could not load type 'Castle.MonoRail.Framework.EngineContextModule'

Problem:

There is no more EngineContextModule

Solution:

Remove this from web.config <add name="monorail" type="Castle.MonoRail.Framework.EngineContextModule, Castle.MonoRail.Framework" />

Error:

Configuration Error

Description: An error occurred during the processing of a configuration file required to service this request. Please review the specific error details below and modify your configuration file appropriately.
Parser Error Message: An error occurred creating the configuration section handler for Brail: Could not load file or assembly 'Boo.Lang.Extensions, Version=2.0.0.0, Culture=neutral, PublicKeyToken=32c39770e9a21a67' or one of its dependencies. The system cannot find the file specified.

Problem:

A new boo assembly has been added

Solution:

Add a reference to Boo.Lang.Extensions to your web project.

Error:

CommonScripts\Extensions.brail(7,9): BCE0044: Boo.Lang.Compiler.CompilerError: expecting "end", found 'except'. ---> CommonScripts\Extensions.brail:7:9: expecting "end", found 'except'

Problem:

I had defined an extension method in one of my brail common scripts that looked like

[Boo.Lang.ExtensionAttribute]
static def IsEmpty(val as duck) as bool:
	try:
		return true if val is null
		return val.GetEnumerator().MoveNext() == false
	end
	except e as System.MissingMethodException:
		return true
	end
end

Solution:

[Boo.Lang.ExtensionAttribute]
static def IsEmpty(val as duck) as bool:
	try:
		return true if val is null
		return val.GetEnumerator().MoveNext() == false
	except e as System.MissingMethodException:
		return true
	end
end

Of note:

Because of the new way MonoRail resolves its service container you can remove the useWindsorIntegration flag from your configuration. I think this will also mean you don't need to register a custom logging service as well.