Category: 295327-27-4

Dogan, Sengul Dilem; Demirpolat, Eren; Yerer Aycan, Mukerrem Betul; Balci, Metin published an article on January 14 ,2015. The article was titled 《Synthesis of new 4-aza-indoles via acyl azides》, and you may find the article in Tetrahedron.COA of Formula: C9H12N2O2 The information in the text is summarized as follows:

The authors hereby report the preparation of new azaindole derivatives starting from 2-(2-ethoxy-2-oxoethyl)nicotinic acid. Conversion of a half ester into acyl azide followed by Curtius rearrangement gave the corresponding isocyanate. Trapping of the isocyanate with different nucleophiles produced urea and urethane derivatives Intramol. cyclization reactions gave the target compounds In addition to this study using Ethyl 2-(3-aminopyridin-2-yl)acetate, there are many other studies that have used Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4COA of Formula: C9H12N2O2) was used in this study.

Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.COA of Formula: C9H12N2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Preparation of azaindolines and benzoyl substituted azaindolines: precursors of triazabenzo[cd]azulen-9-one PDE4 inhibitors》 was published in Tetrahedron Letters in 2011. These research results belong to Badland, Matthew; Devillers, Ingrid; Durand, Corinne; Fasquelle, Veronique; Gaudilliere, Bernard; Jacobelli, Henry; Manage, Ajith C.; Pevet, Isabelle; Puaud, Jocelyne; Shorter, Anthony J.; Wrigglesworth, Roger. Electric Literature of C9H12N2O2 The article mentions the following:

The syntheses of various substituted azaindolines are described. Azaindolines were identified as potential key intermediates towards new PDE4 inhibitors. The experimental process involved the reaction of Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4Electric Literature of C9H12N2O2)

Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Electric Literature of C9H12N2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of C9H12N2O2On September 28, 2017 ,《Discovery of Clinical Candidate N-((1S)-1-(3-Fluoro-4-(trifluoromethoxy)phenyl)-2-methoxyethyl)-7-methoxy-2-oxo-2,3-dihydropyrido[2,3-b]pyrazine-4(1H)-carboxamide (TAK-915): A Highly Potent, Selective, and Brain-Penetrating Phosphodiesterase 2A Inhibitor for the Treatment of Cognitive Disorders》 was published in Journal of Medicinal Chemistry. The article was written by Mikami, Satoshi; Nakamura, Shinji; Ashizawa, Tomoko; Nomura, Izumi; Kawasaki, Masanori; Sasaki, Shigekazu; Oki, Hideyuki; Kokubo, Hironori; Hoffman, Isaac D.; Zou, Hua; Uchiyama, Noriko; Nakashima, Kosuke; Kamiguchi, Naomi; Imada, Haruka; Suzuki, Noriko; Iwashita, Hiroki; Taniguchi, Takahiko. The article contains the following contents:

Phosphodiesterase (PDE) 2A inhibitors have emerged as a novel mechanism with potential therapeutic option to ameliorate cognitive dysfunction in schizophrenia or Alzheimer’s disease through upregulation of cyclic nucleotides in the brain, and thereby achieve potentiation of cyclic nucleotide signaling pathways. This article details the expedited optimization of the authors’ recently disclosed pyrazolo[1,5-a]pyrimidine lead compound 4b, leading to the discovery of clin. candidate 36 (I) (TAK-915), which demonstrates an appropriate combination of potency, PDE selectivity, and favorable pharmacokinetic (PK) properties, including brain penetration. Successful identification of 36 was realized through application of structure-based drug design (SBDD) to further improve potency and PDE selectivity, coupled with prospective design focused on physicochem. properties to deliver brain penetration. Oral administration of 36 demonstrated significant elevation of 3′,5′-cGMP levels in mouse brains, and improved cognitive performance in a novel object recognition task in rats. Consequently, compound 36 was advanced into human clin. trials. The experimental part of the paper was very detailed, including the reaction process of Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4Synthetic Route of C9H12N2O2)

Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Synthetic Route of C9H12N2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bernard-Gauthier, Vadim; Aliaga, Arturo; Aliaga, Antonio; Boudjemeline, Mehdi; Hopewell, Robert; Kostikov, Alexey; Rosa-Neto, Pedro; Thiel, Alexander; Schirrmacher, Ralf published an article on February 18 ,2015. The article was titled 《Syntheses and Evaluation of Carbon-11- and Fluorine-18-Radiolabeled pan-Tropomyosin Receptor Kinase (Trk) Inhibitors: Exploration of the 4-Aza-2-oxindole Scaffold as Trk PET Imaging Agents》, and you may find the article in ACS Chemical Neuroscience.Synthetic Route of C9H12N2O2 The information in the text is summarized as follows:

Tropomyosin receptor kinases (TrkA/B/C) are critically involved in the development of the nervous system, in neurol. disorders as well as in multiple neoplasms of both neural and non-neural origins. The development of Trk radiopharmaceuticals would offer unique opportunities toward a more complete understanding of this emerging therapeutic target. To that end, we first developed [11C]GW441756 ([11C]9), a high affinity photoisomerizable pan-Trk inhibitor, as a lead radiotracer for our positron emission tomog. (PET) program. Efficient carbon-11 radiolabeling afforded [11C]9 in high radiochem. yields (isolated RCY, 25.9% ± 5.7%). In vitro autoradiog. studies in rat brain and TrkB-expressing human neuroblastoma cryosections confirmed that [11C]9 specifically binds to Trk receptors in vitro. MicroPET studies revealed that binding of [11C]9 in the rodent brain was mostly nonspecific despite initial high brain uptake (SUVmax = 2.0). Modeling studies of the 4-aza-2-oxindole scaffold led to the successful identification of a small series of high affinity fluorinated and methoxy derivatized pan-Trk inhibitors based on our lead compound 9. Out of this series, the fluorinated compound 10 was selected for initial evaluation and radiolabeled with fluorine-18 (isolated RCY, 2.5% ± 0.6%). Compound [18F]10 demonstrated excellent Trk selectivity in a panel of cancer relevant kinase targets and a promising in vitro profile in tumors and brain sections but high oxidative metabolic susceptibility leading to nonspecific brain distribution in vivo. The information gained in this study will guide further exploration of the 4-aza-2-oxindole scaffold as a lead for Trk PET ligand development.Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4Synthetic Route of C9H12N2O2) was used in this study.

Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Synthetic Route of C9H12N2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem