Cyclic azine compound, material for organic light emitting diode, electron transport material for organic light emitting diode, and organic light emitting diode

A method for producing a cyclic azine compound of formula (1), comprising:

• reacting a compound of formula (4) with a compound of formula (3),
• wherein
• Ar1 is a phenyl group or a 4-biphenylyl group;
• Ar2 has one of formulas (2-1) to (2-3):
• and
• Ar3 has one of formulas (3-2), (3-3), (3-5), (3-6), (3-7), and (3-9):
• X4 is a leaving group;
• and
• Y4 is a halogen atom, a metal-containing group, or a boron-containing group.

A pyridine compound of formula (5):

• wherein
• Art has one of formulas (2-1) to (2-3):
• Ar3 has one of formulas (3-2), (3-3), (3-5), (3-6), (3-7) and (3-9):
• Y4 is a halogen atom, a metal-containing group, or a boron-containing group.