The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Design and Synthesis of N-Aryl Phenoxyethoxy Pyridinones as Highly Selective and CNS Penetrant mGlu3 NAMs》. Authors are Engers, Julie L.; Bollinger, Katrina A.; Weiner, Rebecca L.; Rodriguez, Alice L.; Long, Madeline F.; Breiner, Megan M.; Chang, Sichen; Bollinger, Sean R.; Bubser, Michael; Jones, Carrie K.; Morrison, Ryan D.; Bridges, Thomas M.; Blobaum, Anna L.; Niswender, Colleen M.; Conn, P. Jeffrey; Emmitte, Kyle A.; Lindsley, Craig W..The article about the compound:4-Chloro-2-fluoropyridinecas:34941-92-9,SMILESS:ClC1=CC(=NC=C1)F).Recommanded Product: 4-Chloro-2-fluoropyridine. Through the article, more information about this compound (cas:34941-92-9) is conveyed.
Herein, we detail the optimization of the mGlu3 NAM, VU0650786 (I), via a reductionist approach to afford a novel, simplified mGlu3 NAM scaffold II that engenders potent and selective mGlu3 inhibition (mGlu3 IC50 = 245 nM, mGlu2 IC50 > 30 μM) with excellent central nervous system penetration (rat brain/plasma Kp = 1.2, Kp,uu = 0.40). Moreover, this new chemotype, exemplified by VU6010572, requires only four synthetic steps and displays improved physiochem. properties and in vivo efficacy in a mouse tail suspension test (MED = 3 mg/kg i.p.).
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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem