That’s an odd looking break. Usually the handrails run straight into the cab. Is the long portion of the handrail and stanchions bent out?
Like Mel suggested, clean up the area with a small file and use some JB Weld epoxy to reattach the railing once you get the alignment correct.
Tru-color paints are usually very good when it comes to matching colors, especially on MTH engines. Availability is an issue.
Badger does make a New Haven Warm Orange paint. It is for airbrushing, but you can use a paintbrush and do a few coats to get decent touch up coverage…
Tom