Reiner, John E. et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2002 | CAS: 1753-48-6

2-Aminopyrimidine-5-carbonitrile (cas: 1753-48-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.COA of Formula: C5H4N4

Non-covalent thrombin inhibitors featuring P3-heterocycles with P1-monocyclic arginine surrogates was written by Reiner, John E.;Siev, Daniel V.;Araldi, Gian-Luca;Cui, Jingrong Jean;Ho, Jonathan Z.;Reddy, Komandla Malla;Mamedova, Lala;Vu, Phong H.;Lee, Kuen-Shan S.;Minami, Nathaniel K.;Gibson, Tony S.;Anderson, Susanne M.;Bradbury, Annette E.;Nolan, Thomas G.;Semple, J. Edward. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2002.COA of Formula: C5H4N4 This article mentions the following:

Investigations on P2-P3-heterocyclic dipeptide surrogates directed towards identification of an orally bioavailable thrombin inhibitor led us to pursue novel classes of achiral, non-covalent P1-arginine derivatives The design, synthesis, and biol. activity of inhibitors NC1-NC30 that feature three classes of monocyclic P1-arginine surrogates will be disclosed: (1) (hetero)aromatic amidines, amines and hydroxyamidines, (2) 2-aminopyrazines, and (3) 2-aminopyrimidines and 2-aminotetrahydropyrimidines. In the experiment, the researchers used many compounds, for example, 2-Aminopyrimidine-5-carbonitrile (cas: 1753-48-6COA of Formula: C5H4N4).

2-Aminopyrimidine-5-carbonitrile (cas: 1753-48-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.COA of Formula: C5H4N4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts