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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
6-Bromo-1,3-di-2-propynyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
Abstract:
The room-temperature reaction of propargyl bromide and 6-bromo-1,3-dihydro-imidazo[4,5-b]pyridin-2-one in dimethyl-formamide yields the title compound, C(12)H(8)BrN(3)O, which features nitro-gen-bound propynyl substituents. The imidazopyridine fused ring is almost planar (r.m.s. deviation = 0.011 Å); the propynyl chains point in opposite directions relative to the fused ring. One acetyl-enic H atom is hydrogen bonded to the carbonyl O atom of an inversion-related mol-ecule, forming a dimer; adjacent dimers are linked by a second acetyl-ene-pyridine C-H⋯N inter-action, forming a layer motif.
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