Related Experiment Video
Updated: May 17, 2026

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
Published on: June 23, 2019
5-[(4-Fluoro-anilino)meth-yl]-6-methyl-N-(4-methyl-phen-yl)-2-phenyl-pyrimidin-4-amine
Jerzy Cieplik1, Marcin Stolarczyk, Iwona Bryndal
1Department of Organic Chemistry, Medical Academy, 9 Grodzka St, 50-137 Wrocław, Poland.
Abstract:
In the title compound, C(25)H(23)FN(4), the pyrimidine ring makes dihedral angles of 11.3 (2), 24.5 (2) and 70.1 (2)° with the phenyl and two benzene rings, and the mol-ecular conformation is stabilized by an intra-molecular N-H⋯N hydrogen bond with an S(6) ring motif. In the crystal, a pair of weak C-H⋯F hydrogen bonds link two mol-ecules into an inversion dimer with an R(2) (2)(16) motif. In the dimer, there is also an inter-molecular π-π stacking inter-action [centroid-centroid distance = 3.708 (4) Å] between the fluorinated benzene rings. The dimers are further linked by a C-H⋯π inter-action, so forming a column along the c axis.
More Related Videos
Related Concept Videos
Nomenclature of Aryl and Heterocyclic Amines
Adrenergic Agonists: Chemistry and Structure-Activity Relationship
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of the aromatic...
Nomenclature of Primary Amines
Physical Properties of Amines
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview

