Tris(2 pyridylmethyl)amine

Tris(2-pyridylmethyl)amine (abbreviated TPMA or TPA) is an organic compound with the formula (C₅H₄NCH₂)₃N. It is a tertiary amine with three picolyl substituents. It is a white solid that is soluble in polar organic solvents. It is a ligand in coordination chemistry.

The ligand is prepared by the alkylation of picolylamine by picolyl chloride:

TPA is a tripodal ligand, often used to simulate the coordination environment within some proteins. It is also used as a copper ligand in ATRP. A related ligand is dipicolylamine, which in fact is an intermediate in the synthesis of TPA.