Thanks to the answers from @cijothomas and @danpop (link) I was able to understand the whole picture.
Step 1: Create custom ITelemetryInitializer (Microsoft Documentation):
public class MyTelemetryInitializer : ITelemetryInitializer
{
public void Initialize(ITelemetry telemetry)
{
var appKey = CallContext.LogicalGetData("ApplicationKey")?.ToString();
switch (appKey)
{
case "App1":
telemetry.Context.InstrumentationKey = "d223527b-f34e-4c47-8aa8-1f21eb0fc349";
return;
default:
telemetry.Context.InstrumentationKey = "f8ceb6cf-4357-4776-a2b6-5bbed8d2561c";
return;
}
}
}
Step 2: Register custom initializer:
<ApplicationInsights xmlns="http://schemas.microsoft.com/ApplicationInsights/2013/Settings">
<TelemetryInitializers>
<Add Type="Application.WebAPI.MyTelemetryInitializer, Application.WebAPI"/>
</TelemetryInitializers>
</ApplicationInsights>
OR
protected void Application_Start()
{
TelemetryConfiguration.Active.TelemetryInitializers.Add(new MyTelemetryInitializer());
}
Step 3: Make some adjustments to the logger (source code taken from @danpop answer Logger target configuration):
var config = new LoggingConfiguration();
ConfigurationItemFactory.Default.Targets.RegisterDefinition("ai", typeof());
ApplicationInsightsTarget aiTarget = new ApplicationInsightsTarget();
aiTarget.InstrumentationKey = "your_key";
aiTarget.Name = "ai";
config.AddTarget("ai", aiTarget);
LogManager.Configuration = config;
ILogger configuration exmples: Log4Net, NLog, System.Diagnostics