There are two different oil circuits on a 261, depending on the year of manufacture. Can you post the casting number, located on the lower passenger's side of the block near the fuel pump, and/or the stamped ID number, located on a machined pad to the rear of the distributor? If there are two large 1/2" pipe threaded ports on the driver's side of the engine near the oil pan rail, you have a late model (1959-63) engine that can be set up for full-flow oil filtering. If that one is not configured properly, the entire lubricating system can be starved for oil, not just the cylinder head. Don't try to run it until you give us some more information!
Jerry