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The title compound, C 12 H 11 N 3 O 2 , a hemiamidal, was synthesized by solvent-free aldol condensation at room temperature by grinding picolinamide with isonicotinaldehyde in a 1:1 molar ratio. In the mol­ecule, the two pyridine rings are inclined to one another by 58.75 (6)°. They are linked, at positions 2 and 4, by the hemiamidal bridge (–CO—NH—CHOH–). The NH-group H atom forms an intra­molecular hydrogen bond with the N atom of the picolinamide pyridine ring. In the crystal, symmetry-related mol­ecules are linked  via  N—H⋯O hydrogen bonds, involving the NH group H atom of the hemiamidal bridge and the hy­droxy O atom, forming inversion-related dimers, with graph-set  R22 (8). Adjacent mol­ecules are also linked  via  O—H⋯N hydrogen bonds, involving the hy­droxy substituent and the 4-pyridine N atom. Together these inter­actions lead to the formation of double-stranded ribbon-like hydrogen-bonded polymers propagating in [010]. The latter are further connected  via  C—H⋯O hydrogen bonds involving the carbonyl O atom, so forming a two-dimensional network in (011).

rac-N-[Hydroxy(4-pyridyl)methyl]picolinamide: a hemiamidal