You didn't make any reference to having replaced the flexible brake hoses.
They can collapse with age and restrict or prevent the fluid flow.
Most of the aftermarket sources carry them.
Fred

1956 3100 Pickup/Red/350/3sp OD/PS/Disc Brakes
1957 Bel Air Sport Coupe/Red/355/TH350/PS/Disc Brakes
2017 Silverado LT Single Cab SB/Black/5.3/6 Speed Trans
1947 Willys CJ2A w/F-Head engine