Category: 614750-81-1

Jin, Cheng Hua published the artcileSynthesis and biological evaluation of 1-substituted-3-(6-methylpyridin-2-yl)-4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)pyrazoles as transforming growth factor-β type 1 receptor kinase inhibitors, Related Products of pyridine-derivatives, the main research area is ALK5 inhibition triazolopyridinylpyrazole pyridinyl preparation.

A series of 1-substituted-3-(6-methylpyridin-2-yl)-4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)pyrazoles has been prepared and evaluated for their ALK5 inhibitory activity in an enzyme assay and in a cell-based luciferase reporter assay. 4-([1,2,4]Triazolo[1,5-a]pyridin-6-yl)-N-(4-methoxyphenyl)-3-(6-methylpyridin-2-yl)-1H-pyrazole-1-carbothioamide (I) inhibited ALK5 phosphorylation with IC50 value of 0.57 nM and showed 94% inhibition at 100 nM in a luciferase reporter assay using HaCaT cells permanently transfected with p3TP-luc reporter construct.

Bioorganic & Medicinal Chemistry Letters published new progress about Homo sapiens. 614750-81-1 belongs to class pyridine-derivatives, name is [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, and the molecular formula is C7H5N3O, Related Products of pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Krishnaiah, Maddeboina published the artcileSynthesis and biological evaluation of 5-(fluoro-substituted-6-methylpyridin-2-yl)-4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)imidazoles as inhibitors of transforming growth factor-β type I receptor kinase, Name: [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, the main research area is triazolopyridinylimidazole pyridinyl preparation transforming growth factor kinase inhibitor; ALK5 inhibitor; Cancer; Fibrosis; Kinase assay; TGF-β.

To further optimize a clin. candidate (EW-7197), a series of 5-(3-, 4-, or 5-fluoro-substituted-6-methylpyridin-2-yl)-4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)imidazoles have been synthesized and evaluated for their TGF-β type I receptor kinase (ALK5) and p38α MAP kinase inhibitory activity in an enzyme assay. The 5-(5-fluoro-substituted-6-methylpyridin-2-yl)-4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)imidazoles displayed a level of potency similar to that of EW-7197 against both ALK5 (IC50 = 7.68-13.70 nM) and p38α MAP kinase (IC50 = 1240-3370 nM). Among them, I inhibited ALK5 with IC50 value of 7.68 nM in a kinase assay and displayed 82% inhibition at 100 nM in a luciferase reporter assay.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 614750-81-1 belongs to class pyridine-derivatives, name is [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, and the molecular formula is C7H5N3O, Name: [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 614750-81-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 614750-81-1, name is [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, molecular formula is C7H5N3O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of [l,2,4]triazolo[l,5-a]pyridine-6-carbaldehyde (2.5 g, 0.0169 mol) in a mixed solvent of THF (40 mL) and iPrOH (10 mL), was added (phenylamino-(2-methyl- pyrimidin-4-yl)-methyl)-phosphonic acid diphenyl ester (7.33 g, 0.0169 mol; see Example l(b) above) and Cs2CO3 (7.26 g, 0.022 mol). It was stirred at room temperature for 48 hours and then treated with 3N HCl (10 mL) for 1 hour. The reaction mixture was then diluted with methyl t-butyl ether and extracted with IN HCl twice. The combined aqueous layers were neutralized with 30percent aqueous KOH to pH of ca. 8, then extracted with ethyl acetate (3x). Organic layers were dried over MgSO4 and concentrated to yield a dark orange oil, which was purified on silica gel column with EtOAc/hexane (4:1) to give l-(2-methyl-pyrimidin-4-yl)-2- [l,2,4]triazolo[l,5-a]pyridin-6-yl-ethanone (4.15 g, 97percent) as a yellow solid. 1H NMR (300 MHz, CDCl3), delta 8.94 (d, IH), 8.62 (s, IH), 8.34 (s, IH), 7.76 (d, IH), 7.75 (s, IH), 7.51 (d, IH), 4.61 (s, 2H), 2.90 (s, 3H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 614750-81-1, [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde.

Reference:
Patent; BIOGEN IDEC MA INC; WO2006/26305; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 614750-81-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 614750-81-1, name is [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde. A new synthetic method of this compound is introduced below.

(b) 1-(6-Methyl-pyridin-2-yl)-2-[1,2,4]triazolo[1,5-a]pyridin-6-yl-ethanone To a solution of [1,2,4]triazolo[1,5-a]pyridine-6-carbaldehyde (3 g, 20 mmol; see subpart (a) above) and [(6-methyl-pyridin-2-yl)-phenylamino-methyl]-phosphonic acid diphenyl ester (8.8 g, 20 mmol; prepared from 6-methyl-pyridine-2-carboxaldehyde (Aldrich-Sigma, St. Louis, Mo.) according to Tetrahedron Lett. 39:1717-1720 (1998)) in a mixture of THF (40 mL) and iPrOH (10 mL) was added Cs2CO3 (8.6 g, 26 mmol) and the mixture was stirred at room temperature for overnight. A solution of 3N HCl (30 mL) was added dropwise to the above mixture and stirred for 1 hour. It was then diluted with MTBE (methyl t-butyl ether) and extracted with 1N HCl twice. The aqueous extracts were neutralized with ca. 50percent KOH until pH 7-8 was reached and precipitates formed. The precipitates were collected, washed with water, and dried to yield 1-(6-methyl-pyridin-2-yl)-2-[1,2,4]triazolo[1,5-a]pyridin-6-yl-ethanone as an off white solid (2.9 g). The filtrates were extracted with EtOAc and dried over MgSO4 and concentrated. The residue was recrystallized with iPrOH/H2O to yield more desired product (0.6 g). ESP+, m/e 253. 1H NMR (CDCl3, 300 MHz), delta 8.6 (s, 1H), 8.29 (s, 1H), 7.87 (d, 1H), 7.72 (t, 1H), 7.70 (d, 1H), 7.53 (dd, 1H), 7.36 (d, 1H), 4.61 (s, 2H), 2.66 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,614750-81-1, [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Lee, Wen-Cherng; Sun, Lihong; Shan, Feng; Chuaqui, Claudio; Zheng, Zhongli; Petter, Russell C; US2006/63809; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 614750-81-1 ,Some common heterocyclic compound, 614750-81-1, molecular formula is C7H5N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: To a stirred solution of[1,2,4]-triazolo[1,5-a]pyridine-6-carbaldehyde(1.77 g, 12.04 mmol) in a mixture of THF (48 mL) and i-PrOH (12 mL), 13a, 13b, or 13c (5.40 g, 12.04 mmol) and Cs2CO3 (5.10 g, 15.65mmol) were added. The mixture was stirred at room temperature for 24 h, and toit, 3 N HCl (20 mL) was added dropwise and stirred for an additional 1 h. Thereaction mixture was diluted with tert-butylmethyl ether (50 mL) and extracted with 1 N HCl (2 ¡Á 50 mL). The combined aqueous layer was neutralizedwith 2 N NaOH at 0 oC while a lot of yellow precipitates wereformed. The mixture was stirred at 0 oC for an additional 2 h andthen filtered. The filtered precipitates were washed with water (2 ¡Á 50 mL), and the solid was dissolved in CH2Cl2(200 mL). The CH2Cl2 solution was washed with brine (50mL), dried over anhydrous Na2SO4, filtered, and then evaporatedto dryness under reduced pressure to afford the titled compounds as an off-whitesolid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 614750-81-1, [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Krishnaiah, Maddeboina; Jin, Cheng Hua; Sheen, Yhun Yhong; Kim, Dae-Kee; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5228 – 5231;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 614750-81-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.614750-81-1, name is [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, molecular formula is C7H5N3O, molecular weight is 147.13, as common compound, the synthetic route is as follows.

Step 4: 1 – [1 ,2,4] Triazolo [1 ,5-a] pyridin-6-yl-3-(8-trimethylsiIanyloxy-l ,4-dioxa- spiro[4.5]dec-8-yl)-prop-2-yn-l-ol; [00166] To a solution of N,N-diisopropylamine (4.6 mL, 0.033 mol; Aldrich) in anhydrous THF (10OmL, Acros) was added dropwise 1.6 M n-butyllithium in hexane (19.0 mL; Aldrich) at -78 ¡ãC and the mixture stirred for Ih. To the above solution was added dropwise a solution of (8-ethynyl-l,4-dioxa-spiro[4.5]dec-8-yloxy)-trimethylsilane (6.5 g, 0.026 mol) in anhydrous THF (5OmL, Acros) at -78 ¡ãC and the mixture stirred for Ih. To the above solution was added dropwise a solution of [l,2,4]triazolo[l,5-a]pyridine-6-carbaldehyde (4.1 g, 0.028 mol) in anhydrous THF (15OmL, Acros) at -78 ¡ãC and the mixture stirred for Ih. The mixture was allowed to warm to room temperature then quenched with water and extracted with ethyl acetate (3x). The combined organic phases were washed with saturated ammonium chloride dried over MgSO4, concentrated and the residue purified on CombiFlash silica gel column with 0-100percent ethyl acetate in methylene chloride to give the desired product (2.4g, 22percent) and the desilyated product (4.2g, 50percent). ES+/330.42

The chemical industry reduces the impact on the environment during synthesis 614750-81-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIOGEN IDEC MA INC.; WO2008/94574; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem