It's not possible to configure an IIS managed handler to run in classic mode. You should be running IIS in integrated mode if you want to do that.
You can learn more about modules, handlers and IIS modes in the following blog post:
IIS 7.0, ASP.NET, pipelines, modules, handlers, and preconditions
For handlers, if you set preCondition="integratedMode" in the mapping, the handler will only run in integrated mode. On the other hand, if you set preCondition="classicMode" the handler will only run in classic mode. And if you omit both of these, the handler can run in both modes, although this is not possible for a managed handler.