The origin of a common compound about [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde

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.

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